Pub Date : 2023-05-16DOI: 10.2174/2213337210666230516145640
V. Srivastava
We synthesized proline functionalized ionic liquid and further characterized it with analytical techniques. After getting proper structural information on the above ionic liquid, we utilized them as a catalyst for the asymmetric Mannich-Type Reaction We synthesized 6 different types of β-amino α-cyano sulfones derivatives as Mannich adduct using various combinations of different imines and aryl sulphonyl as pre-nucleophiles. We obtained the corresponding chiral Mannich adduct followed by simple ether washing in excellent yield and stereoselectivity. We recycled the catalyst up to 6 runs without losing the catalytic activity.
{"title":"Ionic Liquid Supported Organocatalysts for the \u0000Asymmetric Mannich-Type Reaction of α-cyano α-sulfonyl carbanions","authors":"V. Srivastava","doi":"10.2174/2213337210666230516145640","DOIUrl":"https://doi.org/10.2174/2213337210666230516145640","url":null,"abstract":"\u0000\u0000We synthesized proline functionalized ionic liquid and further characterized it with analytical techniques.\u0000\u0000\u0000\u0000After getting proper structural information on the above ionic liquid, we utilized them as a catalyst for the asymmetric Mannich-Type Reaction\u0000\u0000\u0000\u0000We synthesized 6 different types of β-amino α-cyano sulfones derivatives as Mannich adduct using various combinations of different imines and aryl sulphonyl as pre-nucleophiles.\u0000\u0000\u0000\u0000We obtained the corresponding chiral Mannich adduct followed by simple ether washing in excellent yield and stereoselectivity. We recycled the catalyst up to 6 runs without losing the catalytic activity.\u0000","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-05-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46074479","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-05-16DOI: 10.2174/2213337210666230516151722
B. Banik, R. N. Yadav, T. Rohand
The synthesis of diverse N-substituted pyrroles utilizing rice malt is identified. The reaction of hexane-2,5-dione with various primary amines develops the intriguing pyrrole scaffold in moderate to good yields. Method: The reaction was carried out at room to ambient temperature in an extremely environmentally benign condition, without the need for any additional solvents or catalysts. Result: In the synthesis of N-derivatized pyrroles, several 1°amines, both cyclic and acyclic residue, have been accomplished. Conclusion: To the best of my knowledge, no study has been reported so far based on Paal-Knorr pyrrole synthesis utilizing rice malt as a catalyst and solvent.
{"title":"Rice Malt: A Solvent-Catalyst for the Synthesis of N-Substituted Pyrroles","authors":"B. Banik, R. N. Yadav, T. Rohand","doi":"10.2174/2213337210666230516151722","DOIUrl":"https://doi.org/10.2174/2213337210666230516151722","url":null,"abstract":"\u0000\u0000The synthesis of diverse N-substituted pyrroles utilizing rice malt is identified. The reaction of hexane-2,5-dione with various primary amines develops the intriguing pyrrole scaffold in moderate to good yields. Method: The reaction was carried out at room to ambient temperature in an extremely environmentally benign condition, without the need for any additional solvents or catalysts. Result: In the synthesis of N-derivatized pyrroles, several 1°amines, both cyclic and acyclic residue, have been accomplished. Conclusion: To the best of my knowledge, no study has been reported so far based on Paal-Knorr pyrrole synthesis utilizing rice malt as a catalyst and solvent.\u0000","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-05-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47300052","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-04-27DOI: 10.2174/2213337210666230427101553
S. Kochemirovskaia, A. Fogel, M. Novomlinsky, D. Mokhorov, V. Kochemirovsky
Determination of diagnostically significant components of biological materials using enzyme-free microscopic sensors is an urgent scientific task, which is being worked on by a significant number of scientific groups in the world. This is due to the fact that microscopic sensor-active tracks on inert surfaces can be obtained without preliminary manufacturing of precision templates. Laser Induced Chemical Liquid Phase Deposition (LCLD) is a laser technology that allows the deposition of microsized conductive tracks from aqueous solutions of transition metal compounds at the focus of a laser beam. These tracks can be formed by one or two metals at the same time. The possibility of obtaining complexes in solution in which two different metals interact with one common coordination sphere of the ligand is of particular interest. The structure of such complexes is still insufficiently studied. The present study supplements the missing information on tartaric acid complexes, which can simultaneously coordinate two metals, for example, copper, nickel, silver, iron, and cobalt. Heterophase LCLD demonstrates high sensory activity in the electrochemical oxidation/reduction of glucose and hydrogen peroxide. Bimetallic deposits can be obtained in two ways. The first method consists of successive precipitation from a solution containing an ion of one metal, then another on top of the first. The second way is to create a solution in which two metals and one ligand are simultaneously present. Laser deposition is carried out in one stage. In practice, the possibility of the second method is not always realized. In the present work, the basic principles of the formation of heterophase bimetallic sensor-sensitive porous material with a highly developed surface under the action of laser radiation have been analyzed, and new reference data have been accumulated on the structure of tartrate complexes containing two metals.
{"title":"The correlation between the structures of bimetallic tartrate complexes in solutions for laser-induced synthesis and sensor characteristics of microbiosensors materials","authors":"S. Kochemirovskaia, A. Fogel, M. Novomlinsky, D. Mokhorov, V. Kochemirovsky","doi":"10.2174/2213337210666230427101553","DOIUrl":"https://doi.org/10.2174/2213337210666230427101553","url":null,"abstract":"\u0000\u0000Determination of diagnostically significant components of biological materials using enzyme-free microscopic sensors is an urgent scientific task, which is being worked on by a significant number of scientific groups in the world. This is due to the fact that microscopic sensor-active tracks on inert surfaces can be obtained without preliminary manufacturing of precision templates.\u0000\u0000\u0000\u0000Laser Induced Chemical Liquid Phase Deposition (LCLD) is a laser technology that allows the deposition of microsized conductive tracks from aqueous solutions of transition metal compounds at the focus of a laser beam. These tracks can be formed by one or two metals at the same time. The possibility of obtaining complexes in solution in which two different metals interact with one common coordination sphere of the ligand is of particular interest. The structure of such complexes is still insufficiently studied.\u0000\u0000\u0000\u0000The present study supplements the missing information on tartaric acid complexes, which can simultaneously coordinate two metals, for example, copper, nickel, silver, iron, and cobalt. Heterophase LCLD demonstrates high sensory activity in the electrochemical oxidation/reduction of glucose and hydrogen peroxide. Bimetallic deposits can be obtained in two ways. The first method consists of successive precipitation from a solution containing an ion of one metal, then another on top of the first. The second way is to create a solution in which two metals and one ligand are simultaneously present. Laser deposition is carried out in one stage. In practice, the possibility of the second method is not always realized.\u0000\u0000\u0000\u0000In the present work, the basic principles of the formation of heterophase bimetallic sensor-sensitive porous material with a highly developed surface under the action of laser radiation have been analyzed, and new reference data have been accumulated on the structure of tartrate complexes containing two metals.\u0000","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-04-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47345965","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-04-26DOI: 10.2174/2213337210666230426161057
Kantharaju Kamanna, Krishnappa B Badiger
In recent years, heterocycle derivatives have emerged as promising molecules, and have exhibited remarkable pharmacological applications. The statistical data analysis of the presently available drug molecules in the market has revealed that more than 70% of the drug candidates are derived from the heterocycles. Various synthetic protocols have been established employing a wide range of catalysts and reaction conditions; among them, one of the catalytic areas includes nanomaterials of metals and metal oxides. Nanocatalysts play an important role in the organic transformation under green chemistry protocol, due to their recycling nature and provision of the required catalytic amount. In this review, we have provided a comprehensive summary of the recent progress made in the catalytic heterogeneous metal oxide NPs application, exclusively for the synthesis of heterocyclic compounds reported in the period from 2012 to 2021. Also, this review provides an inherent framework for the reader to select a suitable catalytic system of interest to synthesize desired oxygen, nitrogen, and sulphur heteroatoms containing heterocyclic scaffold with potential pharmacological activit
{"title":"A Decenary Update on Metal Oxide Nanoparticles as a Heterogeneous Greener Catalyst for the Synthesis of Bioactive Heterocycles","authors":"Kantharaju Kamanna, Krishnappa B Badiger","doi":"10.2174/2213337210666230426161057","DOIUrl":"https://doi.org/10.2174/2213337210666230426161057","url":null,"abstract":"\u0000\u0000In recent years, heterocycle derivatives have emerged as promising molecules, and have\u0000exhibited remarkable pharmacological applications. The statistical data analysis of the presently\u0000available drug molecules in the market has revealed that more than 70% of the drug candidates are\u0000derived from the heterocycles. Various synthetic protocols have been established employing a\u0000wide range of catalysts and reaction conditions; among them, one of the catalytic areas includes\u0000nanomaterials of metals and metal oxides. Nanocatalysts play an important role in the organic\u0000transformation under green chemistry protocol, due to their recycling nature and provision of the\u0000required catalytic amount. In this review, we have provided a comprehensive summary of the recent progress made in the catalytic heterogeneous metal oxide NPs application, exclusively for the\u0000synthesis of heterocyclic compounds reported in the period from 2012 to 2021. Also, this review\u0000provides an inherent framework for the reader to select a suitable catalytic system of interest to\u0000synthesize desired oxygen, nitrogen, and sulphur heteroatoms containing heterocyclic scaffold\u0000with potential pharmacological activit\u0000","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-04-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44848301","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-04-20DOI: 10.2174/2213337210666230420100001
F. Shirini, Sara Haghpanah-Kouchesfehani, Z. Azizi, Nader Daneshvar, H. Tajik
In this article, succinimidinium perchlorate as a new acidic ionic liquid catalyst was prepared and used to synthesize 5-arylidene barbituric acid and pyrano[2,3-d]pyrimidinone derivatives. These two derivatives of barbituric acid have a variety of useful properties. In this article, succinimidinium perchlorate as a new acidic ionic liquid catalyst was prepared, identified and used to synthesize 5-arylidene barbituric acid and pyrano[2,3-d]pyrimidinone derivatives. The advantages of this reagent were high yields, high efficiency, short reaction times, easy performance, easy work-up and reusability. The FT-IR spectra were taken as liquid or made from KBr tablets using the Bruker PS-15 FT-IR. The vibrational frequencies absorbed were reported in cm-1.1H NMR using DMSO as solvent were recorded by a Bruker Avance NMR 500 MHz. 13C NMR spectra were recorded in DMSO using Bruker Avance NMR 125 MHz device. Tetramethylsilane was used as an internal standard. The electrothermal apparatus has been used to measure melting points in degrees Celsius. Mass spectra were performed using Agilent Technologies 5975C spectrometer via mass selective detector (MSD) operating at an ionization potential of 70 eV. Preparation of the catalysts In an ice bath, to a 50 mL round-bottom balloon containing 0.990 g of succinimide (10.0 mmol) in 20.0 mL of dry dichloromethane, perchloric acid (70%, 0.85 mL, 10 mmol) was added drop-wise over 20 minutes. After that, the mixture was stirred at room temperature for 40 minutes. At this stage, the solvent was decanted and a white solid was obtained. The precipitated product was washed 3 times with diethyl ether (3×15.0 mL) to elute the non-ionic residue. Finally, the ionic liquid was dried by vacuum apparatus and keeping in the oven at 60 ̊C for six hours . Succinimidinium perchlorate, which was made for the first time in this project, was identified with different methods, including FT-IR, 1H NMR, 13C NMR and mass spectroscopic techniques
{"title":"Succinimidium perchlorate as a novel and efficient Brönsted acidic ionic liquid promoter for the synthesis of 5-arylidene barbituric acid and pyrano[2,3-d] pyrimidinone derivatives","authors":"F. Shirini, Sara Haghpanah-Kouchesfehani, Z. Azizi, Nader Daneshvar, H. Tajik","doi":"10.2174/2213337210666230420100001","DOIUrl":"https://doi.org/10.2174/2213337210666230420100001","url":null,"abstract":"\u0000\u0000In this article, succinimidinium perchlorate as a new acidic ionic liquid catalyst was prepared and used to synthesize 5-arylidene barbituric acid and pyrano[2,3-d]pyrimidinone derivatives.\u0000\u0000\u0000\u0000These two derivatives of barbituric acid have a variety of useful properties.\u0000\u0000\u0000\u0000In this article, succinimidinium perchlorate as a new acidic ionic liquid catalyst was prepared, identified and used to synthesize 5-arylidene barbituric acid and pyrano[2,3-d]pyrimidinone derivatives.\u0000\u0000\u0000\u0000The advantages of this reagent were high yields, high efficiency, short reaction times, easy performance, easy work-up and reusability.\u0000\u0000\u0000\u0000The FT-IR spectra were taken as liquid or made from KBr tablets using the Bruker PS-15 FT-IR. The vibrational frequencies absorbed were reported in cm-1.1H NMR using DMSO as solvent were recorded by a Bruker Avance NMR 500 MHz. 13C NMR spectra were recorded in DMSO using Bruker Avance NMR 125 MHz device. Tetramethylsilane was used as an internal standard. The electrothermal apparatus has been used to measure melting points in degrees Celsius. Mass spectra were performed using Agilent Technologies 5975C spectrometer via mass selective detector (MSD) operating at an ionization potential of 70 eV.\u0000\u0000Preparation of the catalysts\u0000In an ice bath, to a 50 mL round-bottom balloon containing 0.990 g of succinimide (10.0 mmol) in 20.0 mL of dry dichloromethane, perchloric acid (70%, 0.85 mL, 10 mmol) was added drop-wise over 20 minutes. After that, the mixture was stirred at room temperature for 40 minutes. At this stage, the solvent was decanted and a white solid was obtained. The precipitated product was washed 3 times with diethyl ether (3×15.0 mL) to elute the non-ionic residue. Finally, the ionic liquid was dried by vacuum apparatus and keeping in the oven at 60 ̊C for six hours .\u0000\u0000\u0000\u0000Succinimidinium perchlorate, which was made for the first time in this project, was identified with different methods, including FT-IR, 1H NMR, 13C NMR and mass spectroscopic techniques\u0000","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-04-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41404900","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-04-20DOI: 10.2174/2213337210666230420095132
A. Borhade, Y. R. Shelke, V. Bobade, D. Tope, S. Kushare, J. A. Agashe
Catalysis has been widely applied in pharmaceutical companies in recent years. This paper reports a useful new approach for the synthesis of pyranopyrazoles. One-pot synthesis of pyranopyrazoles using MgZrO3@Fe2O3@ZnO as a novelcore–shell nanocatalyst which increases reaction rate, selectivity, ease of work-up and recyclability of the supports. Method: The present study deals with the synthesis of MgZrO3@Fe2O3@ZnO core-shell catalyst using the sol-gel method. To develop the new catalytic reaction The synthesized MgZrO3@Fe2O3@ZnO core-shell nanoparticles were analysed using XRD, TEM and BET surface area. The nanocatalyst had an average particle size of 20 nm by TEM images and BET Surface area of 58.93 m2/g. Novel MgZrO3@Fe2O3@ZnO core-shell nanoparticles have been used as an efficient and recoverable catalyst for one-pot synthesis of pyranopyrazoles. Using a sol-gel approach, we have developed a facile synthesis pathway for MgZrO3@Fe2O3@ZnO core–shell nanoparticles. In conclusion, herein we report first time a new application of novel MgZrO3@Fe2O3@ZnO for the synthesis of pyranopyrazole using one-pot four component reaction of hydrazine hydrate, ethyl acetoacetate (EAA), malononitrile, and different aromatic aldehydes in ethanol. The salient features of this methodology includes use of small amount of MgZrO3@Fe2O3@ZnO catalyst, good yield ,easy operation, short reaction , time separation of catalyst from reaction medium and recyclability of catalyst . the importance of this methodology is the use of environmentally benign catalyst and avoid hazardous organic catalyst. Finally, use of recyclable catalyst can save substantially reduce solvent and energy usage during the recovery process.
{"title":"Design of Novel MgZrO3@Fe2O3@ZnO as a Core-Shell Nano Catalyst: An Effective Strategy for the Synthesis of Pyranopyrazole Derivatives","authors":"A. Borhade, Y. R. Shelke, V. Bobade, D. Tope, S. Kushare, J. A. Agashe","doi":"10.2174/2213337210666230420095132","DOIUrl":"https://doi.org/10.2174/2213337210666230420095132","url":null,"abstract":"\u0000\u0000Catalysis has been widely applied in pharmaceutical companies in recent years. This paper reports a useful new approach for the synthesis of pyranopyrazoles.\u0000\u0000\u0000\u0000One-pot synthesis of pyranopyrazoles using MgZrO3@Fe2O3@ZnO as a novelcore–shell nanocatalyst which increases reaction rate, selectivity, ease of work-up and recyclability of the supports. Method: The present study deals with the synthesis of MgZrO3@Fe2O3@ZnO core-shell catalyst using the sol-gel method.\u0000\u0000\u0000\u0000To develop the new catalytic reaction\u0000\u0000\u0000\u0000The synthesized MgZrO3@Fe2O3@ZnO core-shell nanoparticles were analysed using XRD, TEM and BET surface area. The nanocatalyst had an average particle size of 20 nm by TEM images and BET Surface area of 58.93 m2/g.\u0000\u0000\u0000\u0000Novel MgZrO3@Fe2O3@ZnO core-shell nanoparticles have been used as an efficient and recoverable catalyst for one-pot synthesis of pyranopyrazoles.\u0000\u0000\u0000\u0000Using a sol-gel approach, we have developed a facile synthesis pathway for MgZrO3@Fe2O3@ZnO core–shell nanoparticles. In conclusion, herein we report first time a new application of novel MgZrO3@Fe2O3@ZnO for the synthesis of pyranopyrazole using one-pot four component reaction of hydrazine hydrate, ethyl acetoacetate (EAA), malononitrile, and different aromatic aldehydes in ethanol. The salient features of this methodology includes use of small amount of MgZrO3@Fe2O3@ZnO catalyst, good yield ,easy operation, short reaction , time separation of catalyst from reaction medium and recyclability of catalyst . the importance of this methodology is the use of environmentally benign catalyst and avoid hazardous organic catalyst. Finally, use of recyclable catalyst can save substantially reduce solvent and energy usage during the recovery process.\u0000","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-04-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41500351","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-03-31DOI: 10.2174/2213337210666230331115645
M. Kamboj, S. Bajpai, G. Pandey, Bimal Krishna Banik
Ecofriendly Indium catalyzed synthesis of organic compounds finds various applications in health sectors, electronics, semiconductors, and many more. An efficient co-catalyst and oriented catalyst behavior of Indium has become a choice for many organic transformations. Its compatibility with water, showing nontoxic and nonreactive action, proceeds the reactions with ease. Focus on Indium metal-mediated important organic transformations in water, is visible during the last decades, resulting in diverse organic compounds with excellent yields This present mini-review highlights some important indium metal-mediated reactions in water, for the diverse synthesis of important organic compounds.
{"title":"Indium Metal-Mediated Reactions in Water: Diverse Synthesis of Important Organic Compounds","authors":"M. Kamboj, S. Bajpai, G. Pandey, Bimal Krishna Banik","doi":"10.2174/2213337210666230331115645","DOIUrl":"https://doi.org/10.2174/2213337210666230331115645","url":null,"abstract":"\u0000\u0000Ecofriendly Indium catalyzed synthesis of organic compounds finds various applications in health sectors, electronics, semiconductors, and many more. An efficient co-catalyst and oriented catalyst behavior of Indium has become a choice for many organic transformations. Its compatibility with water, showing nontoxic and nonreactive action, proceeds the reactions with ease. Focus on Indium metal-mediated important organic transformations in water, is visible during the last decades, resulting in diverse organic compounds with excellent yields This present mini-review highlights some important indium metal-mediated reactions in water, for the diverse synthesis of important organic compounds.\u0000","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-03-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46763008","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Background: Benzimidazole is a remarkable heterocyclic chemical compound in which the phenyl ring is fused with the imidazole ring at positions 4 and 5. Benzimidazole derivatives have lots of medicinal activity in the pharmaceutical industry. Therefore, the synthesis of benzimidazole derivatives is challenging in this scientific field. Methods: In benzimidazole synthesis, simple nucleophilic substitution and condensation reactions involving carbonyl compounds and o-phenylenediamine have been used in previous times. Currently, green chemistry aspects such as solvent-free conditions, metal-free conditions, or using nanoparticle catalysts in various ways involving condensation, and cyclization are the methods of the new era. Results: Green chemistry methods are used widely in various chemical reactions, such as it was observed that the use of solvent-free conditions, metal-free conditions, or using nanoparticle catalysts molecules is a more efficient way to synthesize benzimidazole derivative. Conclusion: In this review, benzimidazole scaffold syntheses that have only recently been described in the literature through the end of 2021 are covered. Monosubstituted benzimidazoles (MSBs) and disubstituted-benzimidazoles (DSBs) are the primary targets of our research currently. Different ways have been found to make functionalized derivatives of benzimidazole, which are shown in this review as a powerful scaffold.
{"title":"A Critical Analysis of the Modern Synthetic Procedures Used to Produce Benzimidazole Candidates","authors":"Shikha Sharma, Neha Dangi, Nittin Mittal, Naresh Kalra","doi":"10.2174/2213337210666230329103657","DOIUrl":"https://doi.org/10.2174/2213337210666230329103657","url":null,"abstract":"\u0000\u0000Background: Benzimidazole is a remarkable heterocyclic chemical compound in which the phenyl ring is fused with the imidazole ring at positions 4 and 5. Benzimidazole derivatives have lots of medicinal activity in the pharmaceutical industry. Therefore, the synthesis of benzimidazole derivatives is challenging in this scientific field.\u0000\u0000Methods: In benzimidazole synthesis, simple nucleophilic substitution and condensation reactions involving carbonyl compounds and o-phenylenediamine have been used in previous times. Currently, green chemistry aspects such as solvent-free conditions, metal-free conditions, or using nanoparticle catalysts in various ways involving condensation, and cyclization are the methods of the new era.\u0000\u0000Results: Green chemistry methods are used widely in various chemical reactions, such as it was observed that the use of solvent-free conditions, metal-free conditions, or using nanoparticle catalysts molecules is a more efficient way to synthesize benzimidazole derivative.\u0000\u0000\u0000Conclusion: In this review, benzimidazole scaffold syntheses that have only recently been described in the literature through the end of 2021 are covered. Monosubstituted benzimidazoles (MSBs) and disubstituted-benzimidazoles (DSBs) are the primary targets of our research currently. Different ways have been found to make functionalized derivatives of benzimidazole, which are shown in this review as a powerful scaffold. \u0000","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-03-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48012036","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-02-28DOI: 10.2174/2213337210666230228103824
Kantharaju Kamanna, Krishnappa B Badiger
The present work describes sustainable Knoevenagel condensation reaction of aryl/ heterocyclic aldehyde with various active methylene derivatives such as malononitrile, dimedone, ethyl cyanoacetate, ethyl acetoacetate, barbituric acid, and thiobarbituric acid is reported. The protocol was developed using water extract of mango peel ash (WEMPA), an agro-waste that emerged as a greener solvent media and in combination with microwave irradiation gave high-yield product isolation. The method noticed added advantages for the reaction faster reaction rate, inexpensive extract media, simple work-up, and not required chromatographic purification. The present method synthesized various Knoevenagel condensation derivatives benzylidinemalononitrile, ethyl benzylidenecyanoacetate, ethyl benzylideneacetoacetate, benzalbarbituric acid, benzylidene-2-thiobarbituric acid, and 5,5-dimethylcyclohexane-1,3-diones were characterized by FT-IR, 1H- & 13C-NMR, and mass spectrometry. Further, selected derivatives were investigated for their electrochemical studies using cyclic voltammetry, and showed comparable oxidation and reduction potential properties. The objective of this work is to develop a green methodology synthesis of various active methylene derivatives via Knoevenagel condensation to give the product of benzylidinemalononitrile, ethyl benzylidenecyanoacetate, ethyl benzylideneacetoacetate, benzalbarbituric acid, benzylidene-2-thiobarbituric acid and 5,5-dimethylcyclohexane-1,3-diones. We have demonstrated WEMPA as a greener homogenous agro-waste catalytic medium for the economic synthesis of Knoevenagel condensation products. The developed method was found robust, non-toxic and solvent-free with a simple work-up to give the target product. The selected derivatives were investigated for their electrochemical studies using the cyclic voltammetry method. The agro-waste-based catalyst developed avoids the use of the external organic or inorganic base for the Knoevenagel condensation reaction under microwave irradiation. The described method found faster, eco-friendly, simple filtration and recrystallization excellent yield, and purity of the Knoevenagel product. Further, the selected compounds (8a-8d, 9a- 9d, 10a-10d, 11a,-11c, 12a, 12b, and 13a-13c) were subjected to electrochemical behavior studies and showed good oxidation and reduction properties. In summary, we have established an efficient, simple, inexpensive agro-waste based catalytic approach for the synthesis of benzylidinemalononitrile, ethyl benzylidenecyanoacetate, ethyl benzylideneacetoacetate, benzalbarbituric acid, benzylidene-2-thiobarbituric acid and 5,5-dimethylcyclohexane-1,3-diones derivatives under microwave irradiation described. The catalyst is agro-waste derived, which is abundant in nature and recyclable without loss of activity after the four-run of the reaction, thus making the present approach a greener one. The advantages of the approach are inexpensive, chemical base
{"title":"Microwave-Accelerated Eco-friendly Performance of the Knoevenagel Condensation Reaction with Various Active Methylene Derivatives-Evaluation of Electrochemical Properties","authors":"Kantharaju Kamanna, Krishnappa B Badiger","doi":"10.2174/2213337210666230228103824","DOIUrl":"https://doi.org/10.2174/2213337210666230228103824","url":null,"abstract":"\u0000\u0000The present work describes sustainable Knoevenagel condensation reaction of aryl/ heterocyclic aldehyde with various active methylene derivatives such as malononitrile, dimedone, ethyl cyanoacetate, ethyl acetoacetate, barbituric acid, and thiobarbituric acid is reported. The protocol was developed using water extract of mango peel ash (WEMPA), an agro-waste that emerged as a greener solvent media and in combination with microwave irradiation gave high-yield product isolation. The method noticed added advantages for the reaction faster reaction rate, inexpensive extract media, simple work-up, and not required chromatographic purification. The present method synthesized various Knoevenagel condensation derivatives benzylidinemalononitrile, ethyl benzylidenecyanoacetate, ethyl benzylideneacetoacetate, benzalbarbituric acid, benzylidene-2-thiobarbituric acid, and 5,5-dimethylcyclohexane-1,3-diones were characterized by FT-IR, 1H- & 13C-NMR, and mass spectrometry. Further, selected derivatives were investigated for their electrochemical studies using cyclic voltammetry, and showed comparable oxidation and reduction potential properties.\u0000\u0000\u0000\u0000The objective of this work is to develop a green methodology synthesis of various active methylene derivatives via Knoevenagel condensation to give the product of benzylidinemalononitrile, ethyl benzylidenecyanoacetate, ethyl benzylideneacetoacetate, benzalbarbituric acid, benzylidene-2-thiobarbituric acid and 5,5-dimethylcyclohexane-1,3-diones.\u0000\u0000\u0000\u0000We have demonstrated WEMPA as a greener homogenous agro-waste catalytic medium for the economic synthesis of Knoevenagel condensation products. The developed method was found robust, non-toxic and solvent-free with a simple work-up to give the target product. The selected derivatives were investigated for their electrochemical studies using the cyclic voltammetry method.\u0000\u0000\u0000\u0000The agro-waste-based catalyst developed avoids the use of the external organic or inorganic base for the Knoevenagel condensation reaction under microwave irradiation. The described method found faster, eco-friendly, simple filtration and recrystallization excellent yield, and purity of the Knoevenagel product. Further, the selected compounds (8a-8d, 9a- 9d, 10a-10d, 11a,-11c, 12a, 12b, and 13a-13c) were subjected to electrochemical behavior studies and showed good oxidation and reduction properties.\u0000\u0000\u0000\u0000In summary, we have established an efficient, simple, inexpensive agro-waste based catalytic approach for the synthesis of benzylidinemalononitrile, ethyl benzylidenecyanoacetate, ethyl benzylideneacetoacetate, benzalbarbituric acid, benzylidene-2-thiobarbituric acid and 5,5-dimethylcyclohexane-1,3-diones derivatives under microwave irradiation described. The catalyst is agro-waste derived, which is abundant in nature and recyclable without loss of activity after the four-run of the reaction, thus making the present approach a greener one. The advantages of the approach are inexpensive, chemical base","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45968626","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-02-28DOI: 10.2174/2213337210666230228105711
Vanam Shekhar, C. Sudhakar, Nagireddy Veerareddy
The stereoselective synthesis of putaminoxin 1, a biologically active natural phototoxic lactone has been synthesized from (R)-2-Propyloxirane and Hex-5-en-1-ol. The synthesis involves Jacobsen’s hydrolytic kinetic resolution and ring-closing metathesis as the key steps.
{"title":"Stereospecific Total Synthesis of Putaminoxin 1 By Ring Closing Metathesis and Enantioselective Epoxidation","authors":"Vanam Shekhar, C. Sudhakar, Nagireddy Veerareddy","doi":"10.2174/2213337210666230228105711","DOIUrl":"https://doi.org/10.2174/2213337210666230228105711","url":null,"abstract":"\u0000\u0000The stereoselective synthesis of putaminoxin 1, a biologically active natural phototoxic lactone has been synthesized from (R)-2-Propyloxirane and Hex-5-en-1-ol. The synthesis involves Jacobsen’s hydrolytic kinetic resolution and ring-closing metathesis as the key steps.\u0000","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2023-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45460647","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
京公网安备 11010802042870号
京ICP备2023020795号-1
扫码关注我们
求助内容：
应助结果提醒方式：