{"title":"Iodo-decarboxylation of Aliphatic Carboxylic Acids with PhI(OAc)2 and CHI3 under Ambient Conditions","authors":"Kyoka Sakamoto, Kazunori Miyamoto, Masataka Kubota, Tadafumi Matsunaga, Shinichiro Kamino, Masanobu Uchiyama","doi":"10.1021/acs.orglett.5c00924","DOIUrl":null,"url":null,"abstract":"We have developed a mild and practical synthesis of primary, secondary and tertiary alkyl iodides by iododecarboxylation (decarboxylative iodination) of the corresponding carboxylic acids using (diacetoxyiodo)benzene and iodoform under ambient conditions. The method does not require heating or intense light irradiation and can be used to install iodine at the bridgehead position of strained cycloalkanes, as well as in a variety of alkanes with complex frameworks/functionalities.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"62 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-04-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00924","RegionNum":1,"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
We have developed a mild and practical synthesis of primary, secondary and tertiary alkyl iodides by iododecarboxylation (decarboxylative iodination) of the corresponding carboxylic acids using (diacetoxyiodo)benzene and iodoform under ambient conditions. The method does not require heating or intense light irradiation and can be used to install iodine at the bridgehead position of strained cycloalkanes, as well as in a variety of alkanes with complex frameworks/functionalities.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.