Jinglin An , Xue Zhou , Yifan Zhang , Zhenfei Ye , Qianyou Guo , Hao Song , Zhenlei Song , Xiao-Yu Liu , Yong Qin
{"title":"Carboxylic acid-assisted sterically demanding reductive cross-coupling between cycloalkenyl and alkyl bromides†","authors":"Jinglin An , Xue Zhou , Yifan Zhang , Zhenfei Ye , Qianyou Guo , Hao Song , Zhenlei Song , Xiao-Yu Liu , Yong Qin","doi":"10.1039/d3qo00155e","DOIUrl":null,"url":null,"abstract":"<div><p>A nickel-catalysed reductive cross-coupling reaction between 2-bromo cycloalkenyl carboxylic acids and alkyl bromides has been developed, affording all-carbon tetrasubstituted cycloalkenes in moderate to excellent yields up to 92%. Mechanistic studies indicated that the carboxylic acid group plays an important assisting role in this sterically demanding coupling reaction.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 8","pages":"Pages 1897-1902"},"PeriodicalIF":0.0000,"publicationDate":"2023-01-01","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/S2052411023006181","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 nickel-catalysed reductive cross-coupling reaction between 2-bromo cycloalkenyl carboxylic acids and alkyl bromides has been developed, affording all-carbon tetrasubstituted cycloalkenes in moderate to excellent yields up to 92%. Mechanistic studies indicated that the carboxylic acid group plays an important assisting role in this sterically demanding coupling reaction.
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