Abstract A simple and efficient aza-Michael addition reaction of 1,2,4-triazoles to functionalized 2-aryl-3-nitro-2H-chromenes has been demonstrated under catalyst- and base-free conditions. In this transformation, one intermolecular C–N bond formation is achieved at room temperature. A series of highly substituted 1,2,4-triazole-based 3-nitrochromanes were produced in good to excellent yields, up to 86%. The relative configuration of the Michael adducts was confirmed by X-ray crystallographic analysis. High yield, easy accessibility and a wide variety of functional group tolerance are the key features of this aza-Michael addition reaction.
{"title":"Synthesis of Highly Substituted 1,2,4-Triazole-Based 3-Nitrochromanes through Aza-Michael Addition Reaction under Catalyst- and Base-Free Conditions","authors":"Seetaram Mohapatra, Tapaswini Das, Sonali Priyadarshini Parida, Sabita Nayak","doi":"10.1055/s-0042-1751636","DOIUrl":"https://doi.org/10.1055/s-0042-1751636","url":null,"abstract":"Abstract A simple and efficient aza-Michael addition reaction of 1,2,4-triazoles to functionalized 2-aryl-3-nitro-2H-chromenes has been demonstrated under catalyst- and base-free conditions. In this transformation, one intermolecular C–N bond formation is achieved at room temperature. A series of highly substituted 1,2,4-triazole-based 3-nitrochromanes were produced in good to excellent yields, up to 86%. The relative configuration of the Michael adducts was confirmed by X-ray crystallographic analysis. High yield, easy accessibility and a wide variety of functional group tolerance are the key features of this aza-Michael addition reaction.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"51 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135824760","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract An efficient and environment-friendly synthesis of aryl carboxylic acids through the ambient electro-oxidation of the arylacetylenes is demonstrated. The reaction proceeds smoothly at certain applied potentials in a mixed solution of acetonitrile and water with potassium peroxymonosulfate (Oxone) as the additive. The isolated yields of the desired products are good up to 90%, and the reaction exhibits excellent functional-group tolerance. In this electrochemical system, transition metal catalysts, extra acids/bases, and high temperature are not required. This method may open up a pathway for the synthesis of carboxylic acids by the electrochemistry strategy.
{"title":"Synthesis of Aryl Carboxylic Acids through Ambient Electro-oxidation of Arylacetylenes","authors":"Yanhua Zhang, Hongyan Yuan, Manxin Sun, Tong Zhang, Guohao Wu","doi":"10.1055/s-0041-1738456","DOIUrl":"https://doi.org/10.1055/s-0041-1738456","url":null,"abstract":"Abstract An efficient and environment-friendly synthesis of aryl carboxylic acids through the ambient electro-oxidation of the arylacetylenes is demonstrated. The reaction proceeds smoothly at certain applied potentials in a mixed solution of acetonitrile and water with potassium peroxymonosulfate (Oxone) as the additive. The isolated yields of the desired products are good up to 90%, and the reaction exhibits excellent functional-group tolerance. In this electrochemical system, transition metal catalysts, extra acids/bases, and high temperature are not required. This method may open up a pathway for the synthesis of carboxylic acids by the electrochemistry strategy.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"10 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135825132","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
kodipura p Sukrutha, Kuppalli R Kiran, Kodagahally T Gunashree, Shivakumar Divyashree, Prerana Purusotham, Marikunte Y Sreenivasa, Marilinganadoddi P Sadashiva
An efficient one-pot synthesis of 2-aryl/aroyl benzothiazoles has been developed through copper-mediated condensation of 2-chloroaniline with dithioesters. The method provides good isolated yields and exhibits broad functional group tolerance, accommodating both electron-donating and electron-withdrawing groups on the substrate. A series of synthesized compounds was evaluated for their antibacterial activity against Klebsiella pneumoniae, Pseudomonas aeruginosa, and Salmonella paratyphi. Among the series, compounds 4n, 5q, and 5r exhibited a significant inhibitory effect against the tested pathogens. Compound 5r demonstrated potential as an effective compound in both the agar well diffusion assay and broth microdilution assay. Additionally, compounds 4n, 5q, and 5r displayed strong inhibitory effects on biofilm formation of the pathogens in both the Crystal violet assay and MTT assay at a concentration of 10 mM. These findings highlight the promising antimicrobial and anti-biofilm properties of these compounds, indicating their potential for further investigation as potential therapeutic agents against the tested pathogens.
{"title":"An Efficient Copper-Mediated Route for the Synthesis of 2-Substituted Benzothiazoles from Dithioesters and Investigation of their Anti-bacterial Activities","authors":"kodipura p Sukrutha, Kuppalli R Kiran, Kodagahally T Gunashree, Shivakumar Divyashree, Prerana Purusotham, Marikunte Y Sreenivasa, Marilinganadoddi P Sadashiva","doi":"10.1055/a-2193-5436","DOIUrl":"https://doi.org/10.1055/a-2193-5436","url":null,"abstract":"An efficient one-pot synthesis of 2-aryl/aroyl benzothiazoles has been developed through copper-mediated condensation of 2-chloroaniline with dithioesters. The method provides good isolated yields and exhibits broad functional group tolerance, accommodating both electron-donating and electron-withdrawing groups on the substrate. A series of synthesized compounds was evaluated for their antibacterial activity against Klebsiella pneumoniae, Pseudomonas aeruginosa, and Salmonella paratyphi. Among the series, compounds 4n, 5q, and 5r exhibited a significant inhibitory effect against the tested pathogens. Compound 5r demonstrated potential as an effective compound in both the agar well diffusion assay and broth microdilution assay. Additionally, compounds 4n, 5q, and 5r displayed strong inhibitory effects on biofilm formation of the pathogens in both the Crystal violet assay and MTT assay at a concentration of 10 mM. These findings highlight the promising antimicrobial and anti-biofilm properties of these compounds, indicating their potential for further investigation as potential therapeutic agents against the tested pathogens.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"9 2 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135993719","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Alexander S. Fisyuk, Anton L. Shatsauskas, Anton J. Stasyuk, Vladislav Shuvalov, Anastasia S. Kostyuchenko, Sergey A. Kirnosov, Ekaterina S. Keyn
A new approach was developed for the synthesis of phenanthridin-4-ols and 4-hydroxyphenanthridin-6(5H)-one derivatives in 43–89% yields based on the AlCl3-mediated rearrangement of available 4-phenylbenzo[d]oxazoles and 4-phenyl-1,3-benzoxazol-2(3H)-one. The quantum chemical calculations were used to describe the mechanism and predict the thermodynamic parameters of the reaction under study.
{"title":"A rearrangement of 4-phenylbenzo[d]oxazoles to phenanthridin-4-ols","authors":"Alexander S. Fisyuk, Anton L. Shatsauskas, Anton J. Stasyuk, Vladislav Shuvalov, Anastasia S. Kostyuchenko, Sergey A. Kirnosov, Ekaterina S. Keyn","doi":"10.1055/a-2193-5593","DOIUrl":"https://doi.org/10.1055/a-2193-5593","url":null,"abstract":"A new approach was developed for the synthesis of phenanthridin-4-ols and 4-hydroxyphenanthridin-6(5H)-one derivatives in 43–89% yields based on the AlCl3-mediated rearrangement of available 4-phenylbenzo[d]oxazoles and 4-phenyl-1,3-benzoxazol-2(3H)-one. The quantum chemical calculations were used to describe the mechanism and predict the thermodynamic parameters of the reaction under study.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"28 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136034708","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Santiago Stabile, Esteban Eloy Bjerg, Gabriel Radivoy
A readily prepared and versatile heterogeneous catalyst composed of copper nanoparticles supported on montmorillonite MK-10 (CuNPs/MK-10) has proven to be highly effective in catalyzing the synthesis of isoxazoles through various one-pot methodologies with high atom economy. These methodologies allow for the use of readily available starting materials, including aldehydes and alkynes through 1,3-dipolar cycloaddition reactions, as well as via cycloisomerization of ynones. Additionally, the CuNPs/MK-10 catalyst promoted the in situ formation of the ynones via an acyl Sonogashira coupling. Furthermore, a three-step one-pot methodology was also developed, starting from carboxylic acids and involving the in situ generation of acyl chlorides.
{"title":"Copper Nanoparticles on Montmorillonite K-10: A Versatile Catalyst for the One-Pot Synthesis of 3,5-Disubstituted Isoxazoles Using Various Methodologies","authors":"Santiago Stabile, Esteban Eloy Bjerg, Gabriel Radivoy","doi":"10.1055/a-2193-4701","DOIUrl":"https://doi.org/10.1055/a-2193-4701","url":null,"abstract":"A readily prepared and versatile heterogeneous catalyst composed of copper nanoparticles supported on montmorillonite MK-10 (CuNPs/MK-10) has proven to be highly effective in catalyzing the synthesis of isoxazoles through various one-pot methodologies with high atom economy. These methodologies allow for the use of readily available starting materials, including aldehydes and alkynes through 1,3-dipolar cycloaddition reactions, as well as via cycloisomerization of ynones. Additionally, the CuNPs/MK-10 catalyst promoted the in situ formation of the ynones via an acyl Sonogashira coupling. Furthermore, a three-step one-pot methodology was also developed, starting from carboxylic acids and involving the in situ generation of acyl chlorides.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"26 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135993721","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Brajendra K. Singh, Sumit Kumar, Aditi Arora, Sandeep Kumar, Priti Kumari, Sunil K. Singh
Abstract A facile and efficient protocol for the diastereoselective synthesis of pyrano[3,2-c]quinolone carbohydrate derivatives from Perlin aldehydes and 4-hydroxyquinolones has been developed using a one-pot condensation at room temperature. In this investigation, glucose and galactose were employed as inexpensive starting materials to synthesize two sets of pyrano[3,2-c]quinolone-based carbohydrate conjugates. A total of sixteen novel compounds were successfully synthesized using this methodology in good to excellent yields. The reaction exhibited remarkable diastereoselectivity, resulting in a single diastereomeric product with a diastereomeric excess (dr) 97:3 for glucose, while a diastereomeric mixture with a diastereomeric excess (dr) 67:33 was obtained for galactose. The structural characterization of all sixteen compounds was carried out using various analytical techniques, including IR, 1H NMR, 13C NMR, 1H-1H COSY, 1H-13C HETCOR experiments, 2D NOESY NMR, and HRMS data. Additionally, the scalability of the protocol was successfully demonstrated by synthesizing one of the compounds on a gram scale, highlighting its potential for large-scale production.
{"title":"Diastereoselective Synthesis of Carbohydrate Conjugates: Pyrano[3,2-c]quinolones","authors":"Brajendra K. Singh, Sumit Kumar, Aditi Arora, Sandeep Kumar, Priti Kumari, Sunil K. Singh","doi":"10.1055/s-0042-1751505","DOIUrl":"https://doi.org/10.1055/s-0042-1751505","url":null,"abstract":"Abstract A facile and efficient protocol for the diastereoselective synthesis of pyrano[3,2-c]quinolone carbohydrate derivatives from Perlin aldehydes and 4-hydroxyquinolones has been developed using a one-pot condensation at room temperature. In this investigation, glucose and galactose were employed as inexpensive starting materials to synthesize two sets of pyrano[3,2-c]quinolone-based carbohydrate conjugates. A total of sixteen novel compounds were successfully synthesized using this methodology in good to excellent yields. The reaction exhibited remarkable diastereoselectivity, resulting in a single diastereomeric product with a diastereomeric excess (dr) 97:3 for glucose, while a diastereomeric mixture with a diastereomeric excess (dr) 67:33 was obtained for galactose. The structural characterization of all sixteen compounds was carried out using various analytical techniques, including IR, 1H NMR, 13C NMR, 1H-1H COSY, 1H-13C HETCOR experiments, 2D NOESY NMR, and HRMS data. Additionally, the scalability of the protocol was successfully demonstrated by synthesizing one of the compounds on a gram scale, highlighting its potential for large-scale production.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"43 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136033621","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract Direct reductive coupling of nitro compounds with C-coupling partners is an atom- and step-economical strategy to access polyfunctional advanced amines. Due to the extremely complex process involved in the reduction of nitro compounds and the high reactivity of N,O-intermediates, few reliable methodologies have been reported for the reductive coupling of nitro compounds since the initial studies. To address this significant challenge, numerous endeavors have been devoted to this important area over the past hundred years. In this short review, we summarize recent advances in this domain and discuss the mechanisms of these appealing reductive coupling transformations. 1 Introduction 2 Reductive Coupling of Nitro Compounds with Organometallic Reagents 3 Reductive Coupling of Nitro Compounds with Arylboronic Acids 4 Reductive Coupling of Nitro Compounds with Alkenes 5 Reductive Coupling of Nitro Compounds with Alkyl/Aryl Halides 6 Reductive Coupling of Nitro Compounds with Alcohols and Their Derivatives 7 Conclusion
{"title":"Direct Reductive Coupling of Nitro Compounds for the Synthesis of Advanced Amines","authors":"Albert S. C. Chan, Shan-Shui Meng, Tao Li","doi":"10.1055/s-0042-1751503","DOIUrl":"https://doi.org/10.1055/s-0042-1751503","url":null,"abstract":"Abstract Direct reductive coupling of nitro compounds with C-coupling partners is an atom- and step-economical strategy to access polyfunctional advanced amines. Due to the extremely complex process involved in the reduction of nitro compounds and the high reactivity of N,O-intermediates, few reliable methodologies have been reported for the reductive coupling of nitro compounds since the initial studies. To address this significant challenge, numerous endeavors have been devoted to this important area over the past hundred years. In this short review, we summarize recent advances in this domain and discuss the mechanisms of these appealing reductive coupling transformations. 1 Introduction 2 Reductive Coupling of Nitro Compounds with Organometallic Reagents 3 Reductive Coupling of Nitro Compounds with Arylboronic Acids 4 Reductive Coupling of Nitro Compounds with Alkenes 5 Reductive Coupling of Nitro Compounds with Alkyl/Aryl Halides 6 Reductive Coupling of Nitro Compounds with Alcohols and Their Derivatives 7 Conclusion","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"15 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136034706","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Glycosylation reaction is one of the important aspects of carbohydrate chemistry, where two different units are frequently linked through the C-O bonds. In the pursuit of advancing this field, the design and development of sustainable catalytic methods for O-glycosylation, which can provide an alternate and effective tool to traditional protocols involving stoichiometric promoters and classical donors are considered as highly challenging yet important facets of glycochemistry. Herein, we report a simple and efficient Fe(III)-catalyzed method for O-glycosylation through the activation of bifunctional phenylpropiolate glycoside (PPG) donors. This mild and effective method involves the use of inexpensive, and less-toxic FeCl3 as a catalyst and easily synthesizable, benchtop stable glycosyl ester-based PPG donors, which react with various sugar as well as non-sugar-based acceptors to deliver the corresponding O-glycosides in good yields with moderate anomeric selectivity along with regeneration of easily separable phenylpropiolic acid. Importantly, D-mannose and L-rhamnose-based PPG donors afforded the corresponding O-glycosides in high α-anomeric-selectivity. The reaction conditions were further explored for the synthesis of trisaccharide.
{"title":"Activation of Stable and Recyclable Phenylpropiolate Glycoside (PPG) Donors via Iron Catalysis","authors":"Anjali Aghi, Saksham Mishra, Amit Kumar","doi":"10.1055/a-2193-4615","DOIUrl":"https://doi.org/10.1055/a-2193-4615","url":null,"abstract":"Glycosylation reaction is one of the important aspects of carbohydrate chemistry, where two different units are frequently linked through the C-O bonds. In the pursuit of advancing this field, the design and development of sustainable catalytic methods for O-glycosylation, which can provide an alternate and effective tool to traditional protocols involving stoichiometric promoters and classical donors are considered as highly challenging yet important facets of glycochemistry. Herein, we report a simple and efficient Fe(III)-catalyzed method for O-glycosylation through the activation of bifunctional phenylpropiolate glycoside (PPG) donors. This mild and effective method involves the use of inexpensive, and less-toxic FeCl3 as a catalyst and easily synthesizable, benchtop stable glycosyl ester-based PPG donors, which react with various sugar as well as non-sugar-based acceptors to deliver the corresponding O-glycosides in good yields with moderate anomeric selectivity along with regeneration of easily separable phenylpropiolic acid. Importantly, D-mannose and L-rhamnose-based PPG donors afforded the corresponding O-glycosides in high α-anomeric-selectivity. The reaction conditions were further explored for the synthesis of trisaccharide.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"1 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135992711","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract The benzoxazole and benzothiazole moieties were used as innate directing groups for Pd(II)- and Ru(II)-catalyzed C–H arylation of the biorelevant heterocycles 2-arylbenzoxazole and 2-arylbenzothiazole with diverse iodoarenes; palladium and ruthenium catalysis could be used complementarily. The use of σ-donor ligands, such as N,N-dimethylacetamide in the Pd(II) catalytic cycle, and σ-donor/π-acceptor ligands, such as PPh3 in the Ru(II) catalytic cycle, enhanced the arylation rate significantly and was governed by the C–H acidity of the C2-aryl ring of the 2-arylbenzoxazole or 2-arylbenzothiazole. These approaches have a broad substrate scope with respect to coupling partners, to accommodate electron-neutral, electron-rich, as well as electron-deficient iodoarenes; the C2-aryl unit of the 2-arylbenzoxazole or 2-arylbenzothiazole exhibited a high degree of site selectivity at the ortho C–H position, affording only monoarylated derivatives in decent yields; the reactions are functional-group-tolerant and applicable to gram-scale production.
{"title":"Benzoxazole/benzothiazole as an innate directing group for palladium- and ruthenium-catalyzed complementary C–H arylation: Functionalization of bio-relevant heterocyclic scaffolds","authors":"Kapileswar Seth, Mohit Maingle, Steeva Sunny, Loddipalle Sheeba, Firojkhan Rajekhan Pathan","doi":"10.1055/a-2193-4804","DOIUrl":"https://doi.org/10.1055/a-2193-4804","url":null,"abstract":"Abstract The benzoxazole and benzothiazole moieties were used as innate directing groups for Pd(II)- and Ru(II)-catalyzed C–H arylation of the biorelevant heterocycles 2-arylbenzoxazole and 2-arylbenzothiazole with diverse iodoarenes; palladium and ruthenium catalysis could be used complementarily. The use of σ-donor ligands, such as N,N-dimethylacetamide in the Pd(II) catalytic cycle, and σ-donor/π-acceptor ligands, such as PPh3 in the Ru(II) catalytic cycle, enhanced the arylation rate significantly and was governed by the C–H acidity of the C2-aryl ring of the 2-arylbenzoxazole or 2-arylbenzothiazole. These approaches have a broad substrate scope with respect to coupling partners, to accommodate electron-neutral, electron-rich, as well as electron-deficient iodoarenes; the C2-aryl unit of the 2-arylbenzoxazole or 2-arylbenzothiazole exhibited a high degree of site selectivity at the ortho C–H position, affording only monoarylated derivatives in decent yields; the reactions are functional-group-tolerant and applicable to gram-scale production.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"1 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135993712","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The ligand that stabilizes the metal center is crucial to its catalytic activity. Historically dominated by phosphorus and nitrogen, sulfur has long been little considered as a hetero element for stabilizing a potentially active metal center. However, this situation is changing and we are seeing more and more examples that incorporate this element. This review provides an overview of recent transition metal-catalyzed reactions with ligands containing neutral sulfur groups, i.e. thioethers. A selection of examples published over the last decade illustrates the diversity of applications of thioether-containing ligands and shows that sulfur should be more widely used in the development of homogeneous catalysis.
{"title":"Recent progress in developing thioether-containing ligands for catalysis applications.","authors":"Stéphane Bellemin-Laponnaz, Thierry Achard","doi":"10.1055/a-2193-4927","DOIUrl":"https://doi.org/10.1055/a-2193-4927","url":null,"abstract":"The ligand that stabilizes the metal center is crucial to its catalytic activity. Historically dominated by phosphorus and nitrogen, sulfur has long been little considered as a hetero element for stabilizing a potentially active metal center. However, this situation is changing and we are seeing more and more examples that incorporate this element. This review provides an overview of recent transition metal-catalyzed reactions with ligands containing neutral sulfur groups, i.e. thioethers. A selection of examples published over the last decade illustrates the diversity of applications of thioether-containing ligands and shows that sulfur should be more widely used in the development of homogeneous catalysis.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"7 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135993722","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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