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通过钯催化的咪唑并吡啶衍生物的多米诺芳基化反应快速构建稠合杂多环芳烃

Rapid Construction of Fused Heteropolycyclic Aromatics via Palladium-Catalyzed Domino Arylations of Imidazopyridine Derivatives.

作者信息

Xue Chenwei, Han Jianwei, Zhao Min, Wang Limin

机构信息

Key Laboratory for Advanced Materials and Feringa Nobel Prize Scientist Joint Research Center, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering , East China University of Science & Technology , 130 Meilong Road , Shanghai 200237 , China.

Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry , The Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , China.

出版信息

Org Lett. 2019 Jun 21;21(12):4402-4406. doi: 10.1021/acs.orglett.9b00761. Epub 2019 Apr 19.

Abstract

By using diaryliodonium salts, a novel approach of a palladium-catalyzed cascade of diarylation/intramolecular dehydrogenative coupling reaction has been developed in the synthesis of phenanthro-imidazopyridine fused heteropolycycles. The method can tolerate various substrates, and the target products were rapidly constructed in one pot. Furthermore, studies of the detailed reaction mechanism provide an insight into the C-H functionalization of 2-aryl-imidazopyridine derivatives and the C-C bond formations in the presence of palladium catalyst.

摘要

通过使用二芳基碘鎓盐,已开发出一种新颖的方法,即在菲并咪唑并吡啶稠合杂环化合物的合成中,采用钯催化的二芳基化/分子内脱氢偶联反应串联。该方法能够耐受各种底物,并且目标产物可在一锅反应中快速构建。此外,对详细反应机理的研究为了解钯催化剂存在下2-芳基咪唑并吡啶衍生物的C-H官能化以及C-C键的形成提供了深入见解。

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