{"title":"Synthesis of Functionalized Thioimidates from Thioamides and Arylboronic Acids via Copper-Catalyzed Cross-Coupling Reaction at Room Temperature.","authors":"Nitin Kumar, Sundaram Singh, Jeyakumar Kandasamy","doi":"10.1021/acs.joc.4c02840","DOIUrl":null,"url":null,"abstract":"<p><p>Functionalized <i>S</i>-aryl thioimidates were synthesized from thioamides and arylboronic acids at room temperature under mild conditions. The reaction was catalyzed by copper(II) acetate in the presence of DBU under an open atmosphere. A wide range of functionalized aryl and alkyl boronic acids was chemo-selectively coupled with aryl and alkyl thioamides to obtain corresponding <i>S</i>-aryl and <i>S</i>-alkyl thioimidates in 64-80% yields. Room temperature reactions, easy operation, and broad substrate scope are the salient features of the developed methodology.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":" ","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2025-02-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c02840","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Functionalized S-aryl thioimidates were synthesized from thioamides and arylboronic acids at room temperature under mild conditions. The reaction was catalyzed by copper(II) acetate in the presence of DBU under an open atmosphere. A wide range of functionalized aryl and alkyl boronic acids was chemo-selectively coupled with aryl and alkyl thioamides to obtain corresponding S-aryl and S-alkyl thioimidates in 64-80% yields. Room temperature reactions, easy operation, and broad substrate scope are the salient features of the developed methodology.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.