Shuwei Li , Linqi Wang , Shangyuan Wang , Jun Ying
{"title":"Palladium-catalyzed decarboxylative domino synthesis of fused quinolin-2(1H)-one scaffolds containing a perfluoroalkyl unit†","authors":"Shuwei Li , Linqi Wang , Shangyuan Wang , Jun Ying","doi":"10.1039/d4qo01970a","DOIUrl":null,"url":null,"abstract":"<div><div>A novel palladium-catalyzed domino radical cyclization and C–H activation/decarboxylation of 1,7-enynes with <em>o</em>-bromobenzoic acids and perfluoroalkyl iodides has been developed for the expedited construction of fused perfluoroalkyl-containing quinolin-2(1<em>H</em>)-one scaffolds. This method provides a facile synthesis of fused quinolin-2(1<em>H</em>)-one derivatives containing a perfluoroalkyl unit in high yields. Notably, the late-stage modifications of various drugs were also demonstrated by using this method.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 5","pages":"Pages 1506-1512"},"PeriodicalIF":0.0000,"publicationDate":"2025-01-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412924008957","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A novel palladium-catalyzed domino radical cyclization and C–H activation/decarboxylation of 1,7-enynes with o-bromobenzoic acids and perfluoroalkyl iodides has been developed for the expedited construction of fused perfluoroalkyl-containing quinolin-2(1H)-one scaffolds. This method provides a facile synthesis of fused quinolin-2(1H)-one derivatives containing a perfluoroalkyl unit in high yields. Notably, the late-stage modifications of various drugs were also demonstrated by using this method.