{"title":"Condition-Controlled Rh(III)-Catalyzed Chemodivergent Cyclization of 2-Arylpyridines with CF3-Imidoyl Sulfoxonium Ylides via Triple C–H Activation","authors":"Xiaoyang Gao, Ruirui Zhai, Juting Liao, Guiwei Yao, Hui Meng, Yuchao Luo, Dulin Kong, Shuojin Wang, Xun Chen","doi":"10.1021/acs.orglett.4c04514","DOIUrl":null,"url":null,"abstract":"A condition-controlled Rh(III)-catalyzed selective synthesis of CF<sub>3</sub>-substituted indoles and pyrido[2,1-<i>a</i>]isoindoles from 2-arylpyridines and CF<sub>3</sub>-imidoyl sulfoxonium ylides has been developed. The Cp*Rh(MeCN)<sub>3</sub>(SbF<sub>6</sub>)<sub>2</sub>/HFIP system afforded CF<sub>3</sub>-substituted indoles via triple C–H activation, while the [Cp*RhCl<sub>2</sub>]<sub>2</sub>/MeCN condition selectively furnished CF<sub>3</sub>-substituted pyrido[2,1-<i>a</i>]isoindoles through C–H [4 + 1] annulation. The notable advantages of this developed method included readily available starting materials, broad substrate scope, and excellent chemoselectivity. Importantly, several selected products showed promising antitumor activities.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"18 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-01-07","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.4c04514","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
A condition-controlled Rh(III)-catalyzed selective synthesis of CF3-substituted indoles and pyrido[2,1-a]isoindoles from 2-arylpyridines and CF3-imidoyl sulfoxonium ylides has been developed. The Cp*Rh(MeCN)3(SbF6)2/HFIP system afforded CF3-substituted indoles via triple C–H activation, while the [Cp*RhCl2]2/MeCN condition selectively furnished CF3-substituted pyrido[2,1-a]isoindoles through C–H [4 + 1] annulation. The notable advantages of this developed method included readily available starting materials, broad substrate scope, and excellent chemoselectivity. Importantly, several selected products showed promising antitumor activities.
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.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
