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通过区域选择性分子内自由基加成/环化串联反应的-杂环卡宾催化构建-多环化合物。

Construction of -Polyheterocycles by -Heterocyclic Carbene Catalysis via a Regioselective Intramolecular Radical Addition/Cyclization Cascade.

作者信息

Zhang Qijing, Lei Hao, Zhou Cong-Ying, Wang Chengming

机构信息

College of Chemistry and Materials Science, Jinan University, Guangzhou, Guangdong 510632, China.

College of Chemistry and Materials Science, Guangdong Provincial Key Laboratory of Functional Supramolecular Coordination Materials and Applications, Jinan University, Guangzhou, Guangdong 510632, China.

出版信息

Org Lett. 2022 Jul 1;24(25):4615-4619. doi: 10.1021/acs.orglett.2c01729. Epub 2022 Jun 22.

Abstract

-Polyheterocycles are rapidly accessed by -heterocyclic carbene (NHC) catalysis through regioselective sequential radical addition/cyclization in the absence of any metals or oxidants. The transformation occurs under mild conditions and enjoys a wide substrate scope with excellent functional group compatibility. Furthermore, a gram-scale synthesis is also conducted. Preliminary mechanistic studies reveal the potential involvement of an NHC radical cation intermediate.

摘要
  • 通过氮杂环卡宾(NHC)催化,在没有任何金属或氧化剂的情况下,通过区域选择性顺序自由基加成/环化反应可快速获得多杂环化合物。该转化反应在温和条件下进行,底物范围广泛,官能团兼容性优异。此外,还进行了克级规模的合成。初步机理研究表明可能涉及NHC自由基阳离子中间体。

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