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通过可见光诱导的1,7-烯炔与亚砜叶立德的光氧化还原级联双环化反应形成环戊并[]喹啉。

Formation of cyclopenta[]quinolines through visible-light-induced photoredox cascade bis-annulations of 1,7-enynes with sulfoxonium ylides.

作者信息

Xian Ning, Deng Guo-Jun, Huang Huawen

机构信息

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China.

School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007, P. R. China.

出版信息

Org Biomol Chem. 2024 Sep 25;22(37):7618-7622. doi: 10.1039/d4ob01294a.

Abstract

A novel visible-light-driven photoredox-catalyzed cascade bicyclization of 1,7-enynes with aqueous sulfoxonium ylides is reported. The reaction is highly chemoselective with three new C-C bonds, two new rings, and an all-carbon quaternary stereocenter constructed in a one-pot fashion. This mild protocol features a remarkably broad substrate scope with good functional group tolerance, providing a general and practical approach to access various cyclopenta[]quinolines.

摘要

报道了一种新型可见光驱动的光氧化还原催化的1,7-烯炔与含水亚砜叶立德的串联双环化反应。该反应具有高度的化学选择性,能以一锅法构建三个新的C-C键、两个新环和一个全碳季碳立体中心。这种温和的方法具有非常广泛的底物范围和良好的官能团耐受性,为合成各种环戊并喹啉提供了一种通用且实用的方法。

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