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

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-09-25 DOI:10.1039/d4ob01294a
Ning Xian , Guo-Jun Deng , Huawen Huang
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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[c]quinolines.

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在可见光诱导下,1,7-烯炔与亚磺鎓酰化物发生光氧化级联反应,生成环戊并[c]喹啉。
本研究报道了一种新型可见光驱动的光氧催化 1,7-enynes 与水性锍酰化物的级联双环化反应。该反应具有高度化学选择性,能以一锅方式生成三个新的 C-C 键、两个新的环和一个全碳四元立体中心。这种温和的反应方案具有非常广泛的底物范围和良好的官能团耐受性,为获得各种环戊并[c]喹啉提供了一种通用而实用的方法。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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