Pub Date : 2024-12-13DOI: 10.1016/j.tgchem.2024.100061
Ramesha Thongolla , Ummareddy Venkata Subba Reddy , Sailam Sri Gogula , Empati Raja Sekhar , Puchakayala Muralidhar Reddy , Anren Hu
We have developed an environmentally conscious green protocol to protect amine functional groups in drug discovery and the total synthesis of biologically active natural products. This method utilizes di-tert-butyl dicarbonate ((Boc)2O) to protect aromatic and aliphatic amines, with readily available picric acid (2 mol%) serving as a Brønsted acid catalyst. This approach enables rapid and high-yield (up to 98 %) protection of amines under completely solvent-free and eco-friendly conditions, thereby promoting a cleaner and more sustainable synthetic process.
{"title":"Solvent-free and eco-friendly green protocol for N-Boc Protection of amines using picric acid as a catalyst","authors":"Ramesha Thongolla , Ummareddy Venkata Subba Reddy , Sailam Sri Gogula , Empati Raja Sekhar , Puchakayala Muralidhar Reddy , Anren Hu","doi":"10.1016/j.tgchem.2024.100061","DOIUrl":"10.1016/j.tgchem.2024.100061","url":null,"abstract":"<div><div>We have developed an environmentally conscious green protocol to protect amine functional groups in drug discovery and the total synthesis of biologically active natural products. This method utilizes di-<em>tert</em>-butyl dicarbonate ((Boc)<sub>2</sub>O) to protect aromatic and aliphatic amines, with readily available picric acid (2 mol%) serving as a Brønsted acid catalyst. This approach enables rapid and high-yield (up to 98 %) protection of amines under completely solvent-free and eco-friendly conditions, thereby promoting a cleaner and more sustainable synthetic process.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100061"},"PeriodicalIF":0.0,"publicationDate":"2024-12-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096510","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-12-08DOI: 10.1016/j.tgchem.2024.100060
Luiz H. Dapper , Viviane T. Mena , Márcio S. Silva , Filipe Penteado , Eder J. Lenardão
A sustainable and atom-economic method was developed to prepare functionalized nitroalkyl pyrroles through a multicomponent reaction involving anilines, hexane-2,5-dione, and β-nitrostyrene derivatives. Ammonium niobium oxalate (ANO) was used as a cheap and reusable catalyst with ethanol as an eco-friendly solvent. A total of twenty-five N-substituted nitroalkyl-functionalized pyrroles were prepared in moderate to excellent yields (up to 93%). The method was successfully applied to electron-rich and electron-poor anilines, as well as to butylamine, simply by using a telescoping procedure (one-pot). Besides, the easy transformation of the obtained product in a primary amine was demonstrated.
{"title":"ANO-catalyzed multicomponent synthesis of 3-nitroalkyl-N-substituted pyrroles","authors":"Luiz H. Dapper , Viviane T. Mena , Márcio S. Silva , Filipe Penteado , Eder J. Lenardão","doi":"10.1016/j.tgchem.2024.100060","DOIUrl":"10.1016/j.tgchem.2024.100060","url":null,"abstract":"<div><div>A sustainable and atom-economic method was developed to prepare functionalized nitroalkyl pyrroles through a multicomponent reaction involving anilines, hexane-2,5-dione, and <em>β</em>-nitrostyrene derivatives. Ammonium niobium oxalate (ANO) was used as a cheap and reusable catalyst with ethanol as an eco-friendly solvent. A total of twenty-five <em>N</em>-substituted nitroalkyl-functionalized pyrroles were prepared in moderate to excellent yields (up to 93%). The method was successfully applied to electron-rich and electron-poor anilines, as well as to butylamine, simply by using a telescoping procedure (one-pot). Besides, the easy transformation of the obtained product in a primary amine was demonstrated.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100060"},"PeriodicalIF":0.0,"publicationDate":"2024-12-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096511","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Methylene blue dye is used extensively in industries, including paper, temporary hair coloring, coating for paper stock wool, and cotton dying. When the amount of methylene blue dye is more significant than 2 mg/kg, it can lead to serious health issues in people, including cyanosis, tissue necrosis, elevated heart rate, vomiting, shock, and Heinz body formation. The present chapter discusses the sol-gel-assisted synthesis of P3TA-supported Cobalt-doped TiO2 nanohybrid. This study investigated the characteristics of both prepared bare TiO2 and metal (Co) doped nano-hybrid using a variety of analytical tools, including XRD, SEM-EDX, BET, FTIR, XPS, and UV–visible DRS. The photo-catalytic performance of prepared samples was executed towards the degradation of methylene blue (MB) dye under visible light irradiations. Additionally, tests for antibiotic resistance were performed on the pathogens E. coli and S. aureus. Significant antibacterial activities against E. coli and S. aureus were demonstrated by the chemical under investigation (P3TA/Co-TiO2) at a higher dosage of 800 μg/mL, with inhibition zones of 2.0 mm and 2.1 mm, respectively. The antibacterial activity against E. coli and S. aureus at 400 μg/mL was negligible, with inhibition zones of 1.0 mm and 1.2 mm, respectively. Because these materials are affordable and adaptable, they further the field of nano photo-catalysts.
{"title":"An efficient photo-degradation of methylene blue by poly-3-thenoic acid sensitized Co/TiO2 under visible light and inactivation of pathogens","authors":"Neha Kumari , Sudhakar Chintakula , Immandhi Sai Sonali Anantha , Pilla Pushpavati , Suresh Maddila","doi":"10.1016/j.tgchem.2024.100058","DOIUrl":"10.1016/j.tgchem.2024.100058","url":null,"abstract":"<div><div>Methylene blue dye is used extensively in industries, including paper, temporary hair coloring, coating for paper stock wool, and cotton dying. When the amount of methylene blue dye is more significant than 2 mg/kg, it can lead to serious health issues in people, including cyanosis, tissue necrosis, elevated heart rate, vomiting, shock, and Heinz body formation. The present chapter discusses the sol-gel-assisted synthesis of P3TA-supported Cobalt-doped TiO<sub>2</sub> nanohybrid. This study investigated the characteristics of both prepared bare TiO<sub>2</sub> and metal (Co) doped nano-hybrid using a variety of analytical tools, including XRD, SEM-EDX, BET, FTIR, XPS, and UV–visible DRS. The photo-catalytic performance of prepared samples was executed towards the degradation of methylene blue (MB) dye under visible light irradiations. Additionally, tests for antibiotic resistance were performed on the pathogens <em>E. coli</em> and <em>S. aureus</em>. Significant antibacterial activities against <em>E. coli</em> and <em>S. aureus</em> were demonstrated by the chemical under investigation (P3TA/Co-TiO<sub>2</sub>) at a higher dosage of 800 μg/mL, with inhibition zones of 2.0 mm and 2.1 mm, respectively. The antibacterial activity against <em>E. coli</em> and <em>S. aureus</em> at 400 μg/mL was negligible, with inhibition zones of 1.0 mm and 1.2 mm, respectively. Because these materials are affordable and adaptable, they further the field of nano photo-catalysts.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100058"},"PeriodicalIF":0.0,"publicationDate":"2024-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143135612","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-12-04DOI: 10.1016/j.tgchem.2024.100059
Nila Davari , Ermelinda Falletta , Claudia L. Bianchi , Viviane Yargeau , Cristina Rodriguez-Seco , Daria C. Boffito
We proposed a two-step synthesis process to fabricate floating TiO2 and Ag-decorated TiO2 (Ag/TiO2) photocatalysts. In the first step, an ultrasound-assisted sol-gel method followed by spray drying was adopted to synthesize powder photocatalysts. Next, the powder samples were immobilized onto a floating polyurethane foam (PUF) support with an ultrasound-assisted impregnation method. The photocatalytic activity of TiO2 and Ag/TiO2 was evaluated to remove methyl orange (MO) as a dye pollutant in two suspended and floating photocatalytic systems. Ag decoration on TiO2 improved the optical and textural properties by narrowing the bandgap energy to 2.9 eV and increasing the surface area from 10 m2/g to 30 m2/g. Ag/TiO2 exhibited higher photocatalytic activity compared to TiO2 for MO removal, which was 98 % for suspended and 95 % for floating catalysts under simulated sunlight irradiation. In addition, floating photocatalysts exhibited higher photocatalytic activity over five cycles of reuse. Floating Ag/TiO2@PUF maintained 89 % of its initial photoactivity, while suspended Ag/TiO2 lost 50 % after the five cycles. Moreover, we investigated the effect of operating conditions on the photocatalytic performance of floating Ag/TiO2@PUF. Optimal conditions for the complete removal of MO below detection limits were obtained as follows: Ag/TiO2@PUF loading = 0.4:200 g/mL, initial MO concentration = 5 mg/L, time = 90 min, and pH = 4 under simulated sunlight irradiation. This study highlights the potential of floating photocatalyst systems as a sustainable, reusable, and scalable approach for wastewater treatment, addressing challenges in catalyst recovery and efficiency under real-world conditions.
{"title":"Comparing the photocatalytic activity of suspended and floating Ag-decorated TiO2 for dye removal","authors":"Nila Davari , Ermelinda Falletta , Claudia L. Bianchi , Viviane Yargeau , Cristina Rodriguez-Seco , Daria C. Boffito","doi":"10.1016/j.tgchem.2024.100059","DOIUrl":"10.1016/j.tgchem.2024.100059","url":null,"abstract":"<div><div>We proposed a two-step synthesis process to fabricate floating TiO<sub>2</sub> and Ag-decorated TiO<sub>2</sub> (Ag/TiO<sub>2</sub>) photocatalysts. In the first step, an ultrasound-assisted sol-gel method followed by spray drying was adopted to synthesize powder photocatalysts. Next, the powder samples were immobilized onto a floating polyurethane foam (PUF) support with an ultrasound-assisted impregnation method. The photocatalytic activity of TiO<sub>2</sub> and Ag/TiO<sub>2</sub> was evaluated to remove methyl orange (MO) as a dye pollutant in two suspended and floating photocatalytic systems. Ag decoration on TiO<sub>2</sub> improved the optical and textural properties by narrowing the bandgap energy to 2.9 eV and increasing the surface area from 10 m<sup>2</sup>/g to 30 m<sup>2</sup>/g. Ag/TiO<sub>2</sub> exhibited higher photocatalytic activity compared to TiO<sub>2</sub> for MO removal, which was 98 % for suspended and 95 % for floating catalysts under simulated sunlight irradiation. In addition, floating photocatalysts exhibited higher photocatalytic activity over five cycles of reuse. Floating Ag/TiO<sub>2</sub>@PUF maintained 89 % of its initial photoactivity, while suspended Ag/TiO<sub>2</sub> lost 50 % after the five cycles. Moreover, we investigated the effect of operating conditions on the photocatalytic performance of floating Ag/TiO<sub>2</sub>@PUF. Optimal conditions for the complete removal of MO below detection limits were obtained as follows: Ag/TiO<sub>2</sub>@PUF loading = 0.4:200 g/mL, initial MO concentration = 5 mg/L, time = 90 min, and pH = 4 under simulated sunlight irradiation. This study highlights the potential of floating photocatalyst systems as a sustainable, reusable, and scalable approach for wastewater treatment, addressing challenges in catalyst recovery and efficiency under real-world conditions.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100059"},"PeriodicalIF":0.0,"publicationDate":"2024-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096513","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-11-08DOI: 10.1016/j.tgchem.2024.100057
Fawaz Al Hussein , Andreas Hartwig , Henning Großekappenberg
Fixation of carbon dioxide is a key issue for the sustainable synthesis of chemical compounds. A catalyst system for the preparation of cyclic carbonates by the fixation of carbon dioxide (CO2) onto epoxides is presented. This system is designed for easy application due to the availability of the compounds on an industrial scale as well as moderate reaction conditions. Notably, it avoids the use of metal-halogen catalysts and instead employs a tertiary amine as the catalytic center, in conjunction with an alcohol acting as a hydrogen bond donor (HBD). The kinetics of the cycloaddition reaction between epoxides and CO2 were thoroughly investigated using IR spectroscopy. Remarkably, optimization of the amino-to-alcohol group ratio and the amine structure was carried out to enhance the overall performance of the catalyst system showing a synergistic effect between the tertiary amine and the hydroxyl. Most notably, this entire process is conducted without the use of solvents and operates at ambient pressure, underscoring its significant ecological advantages.
固定二氧化碳是可持续合成化合物的一个关键问题。本文介绍了一种通过将二氧化碳 (CO2) 固定在环氧化物上制备环状碳酸盐的催化剂系统。该系统的设计易于应用，因为可以在工业规模上获得化合物，而且反应条件适中。值得注意的是，它避免了使用金属卤素催化剂，而是采用叔胺作为催化中心，同时使用醇作为氢键供体（HBD）。利用红外光谱对环氧化物与 CO2 的环化反应动力学进行了深入研究。值得注意的是，通过优化氨基与酒精基团的比例以及胺的结构，提高了催化剂系统的整体性能，显示了叔胺与羟基之间的协同效应。最值得注意的是，整个过程无需使用溶剂，并在环境压力下运行，这突出了其显著的生态优势。
{"title":"Synergistic effects of hydroxyl and tertiary amine in the catalytic carbonatization of epoxides with CO2 at atmospheric pressure","authors":"Fawaz Al Hussein , Andreas Hartwig , Henning Großekappenberg","doi":"10.1016/j.tgchem.2024.100057","DOIUrl":"10.1016/j.tgchem.2024.100057","url":null,"abstract":"<div><div>Fixation of carbon dioxide is a key issue for the sustainable synthesis of chemical compounds. A catalyst system for the preparation of cyclic carbonates by the fixation of carbon dioxide (CO<sub>2</sub>) onto epoxides is presented. This system is designed for easy application due to the availability of the compounds on an industrial scale as well as moderate reaction conditions. Notably, it avoids the use of metal-halogen catalysts and instead employs a tertiary amine as the catalytic center, in conjunction with an alcohol acting as a hydrogen bond donor (HBD). The kinetics of the cycloaddition reaction between epoxides and CO<sub>2</sub> were thoroughly investigated using IR spectroscopy. Remarkably, optimization of the amino-to-alcohol group ratio and the amine structure was carried out to enhance the overall performance of the catalyst system showing a synergistic effect between the tertiary amine and the hydroxyl. Most notably, this entire process is conducted without the use of solvents and operates at ambient pressure, underscoring its significant ecological advantages.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100057"},"PeriodicalIF":0.0,"publicationDate":"2024-11-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142655451","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Carbonyl compounds are widely found in various chemical reactions and natural products. Herein, a light-driven carbonylative cross-coupling reaction of bromobenzene was reported. Co2(CO)8 was used as an abundant solid carbonyl source to synthesize various Michael addition products with high yields. This reaction has broad substrates scope with good functional group tolerance. The mechanism study indicated that the reaction is achieved by the formation of benzoyl radical from homolytic C–Co cleavage under irradiation.
{"title":"Three-component carbonylative Michael addition of aryl bromides using abundant metal-carbonyl under light","authors":"Shiqian Zhang , Quansheng Mou , Bowen Cao, Tongyu Han, Mingxin Liu","doi":"10.1016/j.tgchem.2024.100056","DOIUrl":"10.1016/j.tgchem.2024.100056","url":null,"abstract":"<div><div>Carbonyl compounds are widely found in various chemical reactions and natural products. Herein, a light-driven carbonylative cross-coupling reaction of bromobenzene was reported. Co<sub>2</sub>(CO)<sub>8</sub> was used as an abundant solid carbonyl source to synthesize various Michael addition products with high yields. This reaction has broad substrates scope with good functional group tolerance. The mechanism study indicated that the reaction is achieved by the formation of benzoyl radical from homolytic C–Co cleavage under irradiation.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100056"},"PeriodicalIF":0.0,"publicationDate":"2024-10-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142422972","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-09-13DOI: 10.1016/j.tgchem.2024.100054
Animesh Mondal , Chhanda Mukhopadhyay
The electromagnetic radiation from microwave irradiation has been widely employed as a heating source in various significant organic transformations over the past two decades. The method, without adding any solvent while tied to microwave treatment, is acompletely environmentally benign platform with conspicuous advancements and has resulted in copious advantages with regards to rate of reaction and yield of the products compared to the other classical techniques. Therefore, in this review, we have attempted to summarize some recently developed organic reactions based on microwave-radiated solvent-free protocols, which would be very efficient for academic and industrial use without affecting the principles of green chemistry.
{"title":"Solvent-free microwave reactions towards significant organic transformations: A green approach","authors":"Animesh Mondal , Chhanda Mukhopadhyay","doi":"10.1016/j.tgchem.2024.100054","DOIUrl":"10.1016/j.tgchem.2024.100054","url":null,"abstract":"<div><p>The electromagnetic radiation from microwave irradiation has been widely employed as a heating source in various significant organic transformations over the past two decades. The method, without adding any solvent while tied to microwave treatment, is acompletely environmentally benign platform with conspicuous advancements and has resulted in copious advantages with regards to rate of reaction and yield of the products compared to the other classical techniques. Therefore, in this review, we have attempted to summarize some recently developed organic reactions based on microwave-radiated solvent-free protocols, which would be very efficient for academic and industrial use without affecting the principles of green chemistry.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100054"},"PeriodicalIF":0.0,"publicationDate":"2024-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000190/pdfft?md5=13bc8931d179a06382febe54ab35a9c3&pid=1-s2.0-S2773223124000190-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142171959","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A novel and efficient approach for a tandem oxidative synthesis of quinazolin-4(3H)-one from 2-aminobenzonitrile and benzyl alcohol has been unveiled via Cu2(CO3)(OH)2. Herein CuSO4.5H2O accompanied by egg shell powder is used for the easy preparation of Cu2(CO3)(OH)2. The reported method portrays a wide range of substrate scope with good to excellent yield and the given reaction proceed at room temperature within 12 h. Single crystal of one of the synthesized quinazolin-4(3H)-ones was analysed through single crystal X-ray diffraction (SC-XRD). Some of the compounds reported here are also known to possess various pharmaceutical activities. Eventually the newly prepared catalyst was applied for propargylamine synthesis via a multi component reaction. Perceiving all the advantages, present protocol is conceivably considered as clean, cost-effective and sustainable over reported procedures used for synthesis of quinazolin-4(3H)-ones and propargyl amines.
通过 Cu2(CO3)(OH)2，一种以 2-氨基苯甲腈和苯甲醇为原料串联氧化合成喹唑啉-4(3H)-酮的新型高效方法已经问世。在这里，CuSO4.5H2O 和蛋壳粉一起被用于轻松制备 Cu2(CO3)(OH)2。通过单晶 X 射线衍射 (SC-XRD) 分析了合成的一种喹唑啉-4(3H)-酮的单晶。报告中的一些化合物还具有多种药物活性。最终，新制备的催化剂被用于通过多组分反应合成丙炔胺。考虑到所有这些优点，可以认为本方案比已报道的用于合成喹唑啉-4(3H)-酮和丙炔胺的程序更加清洁、经济和可持续。
{"title":"Egg shell powder mediated Cu catalyst: A biowaste based catalytic approach for the synthesis of quinazolin-4(3H)-ones and propargyl amines","authors":"Nilakshi Dutta , Kaberi Hazarika , Roktopol Hazarika , Bulan B. Boruah , Surajit Konwer , Bipul Sarma , Diganta Sarma","doi":"10.1016/j.tgchem.2024.100055","DOIUrl":"10.1016/j.tgchem.2024.100055","url":null,"abstract":"<div><p>A novel and efficient approach for a tandem oxidative synthesis of quinazolin-4(<em>3H</em>)-one from 2-aminobenzonitrile and benzyl alcohol has been unveiled via Cu<sub>2</sub>(CO<sub>3</sub>)(OH)<sub>2</sub>. Herein CuSO<sub>4.</sub>5H<sub>2</sub>O accompanied by egg shell powder is used for the easy preparation of Cu<sub>2</sub>(CO<sub>3</sub>)(OH)<sub>2</sub>. The reported method portrays a wide range of substrate scope with good to excellent yield and the given reaction proceed at room temperature within 12 h. Single crystal of one of the synthesized quinazolin-4(<em>3H</em>)-ones was analysed through single crystal X-ray diffraction (SC-XRD). Some of the compounds reported here are also known to possess various pharmaceutical activities. Eventually the newly prepared catalyst was applied for propargylamine synthesis via a multi component reaction. Perceiving all the advantages, present protocol is conceivably considered as clean, cost-effective and sustainable over reported procedures used for synthesis of quinazolin-4(<em>3H</em>)-ones and propargyl amines.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100055"},"PeriodicalIF":0.0,"publicationDate":"2024-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000207/pdfft?md5=c9c788110c513235d50753ee01d75177&pid=1-s2.0-S2773223124000207-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142232338","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
An environmentally benign green and metal-free visible light mediated approach for the synthesis of biologically potent 4(3H)-quinazolinone through multicomponent reaction of readily available starting materials potassium salt of anthranilic acid, aryl carboxylic acid, aliphatic/aromatic amine catalyzed by Eosin-Y has been developed with wide range of applications in pharmaceutical. Integrated process reduces the mechanical loss of the intermediate during the process of isolation.
{"title":"Photocatalysed eosin Y mediated synthesis of biologically potent 4 (3H)-quinazolinone","authors":"Pravin Kumar Singh , Rohit Kumar , Vishal Srivastava , Praveen Pratap Singh","doi":"10.1016/j.tgchem.2024.100053","DOIUrl":"10.1016/j.tgchem.2024.100053","url":null,"abstract":"<div><p>An environmentally benign green and metal-free visible light mediated approach for the synthesis of biologically potent 4(3<em>H</em>)-quinazolinone through multicomponent reaction of readily available starting materials potassium salt of anthranilic acid, aryl carboxylic acid, aliphatic/aromatic amine catalyzed by Eosin-Y has been developed with wide range of applications in pharmaceutical. Integrated process reduces the mechanical loss of the intermediate during the process of isolation.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100053"},"PeriodicalIF":0.0,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2773223124000189/pdfft?md5=b970972161ba3791712b7c51a6eac168&pid=1-s2.0-S2773223124000189-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142129990","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-08-30DOI: 10.1016/j.tgchem.2024.100052
Bubwoong Kang , Tatsuro Imamura , Tetsuya Satoh
We report a method for the synthesis of symmetrical bibenzyls by the reductive dimerization of benzylic halides using sodium dispersion (SD). SD, a reagent consisting of sodium particles dispersed in mineral oil, has recently attracted attention as a safer but more reactive source of sodium than sodium lump. We have found that the reductive dimerization of benzylic halides proceeds within 1 h at room temperature in tetrahydrofuran (THF) solvent using SD as a reducing agent. This method is highly sustainable for the synthesis of symmetrical bibenzyls since it uses sodium, which is abundant on earth. As the SD-derived mineral oil in the crude product can be readily removed, three natural products were synthesized on a gram scale without the need for column chromatography. The utility of this reaction was also exemplified by a decagram-scale reaction using 2-methyltetrahydrofuran, known as a green alternative solvent to THF.
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