{"title":"内部炔烃的区域选择性合成-1,2-羟基芳香化反应","authors":"Shubham Dutta, Manoj Sethi, Avijit Maity, Aradhana Sahoo, Vincent Gandon, Akhila Kumar Sahoo","doi":"10.1039/d4qo01715c","DOIUrl":null,"url":null,"abstract":"The regioselective hydro-functionalization reaction is a powerful method to convert readily available alkynes into structurally diverse olefins. Such an efficient syn-1,2-hydroarylation of yne-acetates is described herein using aryl diazonium salts and silanes as aryl and hydride sources, respectively. The transformation shows excellent functional group tolerance and applications to late-stage functionalization, providing a straightforward entry to trisubstituted allyl acetates. DFT analysis sheds light on the mechanism, particularly on the role of DMSO solvent in assisting the Si–H bond cleavage.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":null,"pages":null},"PeriodicalIF":4.6000,"publicationDate":"2024-10-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Regioselective syn-1,2-Hydroarylation of Internal Alkynes\",\"authors\":\"Shubham Dutta, Manoj Sethi, Avijit Maity, Aradhana Sahoo, Vincent Gandon, Akhila Kumar Sahoo\",\"doi\":\"10.1039/d4qo01715c\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The regioselective hydro-functionalization reaction is a powerful method to convert readily available alkynes into structurally diverse olefins. Such an efficient syn-1,2-hydroarylation of yne-acetates is described herein using aryl diazonium salts and silanes as aryl and hydride sources, respectively. The transformation shows excellent functional group tolerance and applications to late-stage functionalization, providing a straightforward entry to trisubstituted allyl acetates. DFT analysis sheds light on the mechanism, particularly on the role of DMSO solvent in assisting the Si–H bond cleavage.\",\"PeriodicalId\":97,\"journal\":{\"name\":\"Organic Chemistry Frontiers\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.6000,\"publicationDate\":\"2024-10-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Chemistry Frontiers\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d4qo01715c\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4qo01715c","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Regioselective syn-1,2-Hydroarylation of Internal Alkynes
The regioselective hydro-functionalization reaction is a powerful method to convert readily available alkynes into structurally diverse olefins. Such an efficient syn-1,2-hydroarylation of yne-acetates is described herein using aryl diazonium salts and silanes as aryl and hydride sources, respectively. The transformation shows excellent functional group tolerance and applications to late-stage functionalization, providing a straightforward entry to trisubstituted allyl acetates. DFT analysis sheds light on the mechanism, particularly on the role of DMSO solvent in assisting the Si–H bond cleavage.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.