Photoredox-Catalyzed 1,4-Peroxidation-Sulfonylation of Enynones: A Three-Component Radical Coupling Approach for the Synthesis of Highly Functionalized Allenes

被引：10

作者：

Bhatt, Divya ^{[1
]}

Miyake, Kosei ^{[2
]}

Nakamura, Shuichi ^{[2
]}

Kim, Hun Young ^{[3
]}

Oh, Kyungsoo ^{[1
]}

机构：

[1] Chung Ang Univ, Ctr Metareceptome Res, Grad Sch Pharmaceut Sci, Seoul 06974, South Korea

[2] Nagoya Inst Technol, Grad Sch Engn, Dept Life Sci & Appl Chem, Nagoya 4668555, Japan

[3] Chung Ang Univ, Dept Global Innovat Drugs, Seoul 06974, South Korea

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 15期

基金：

新加坡国家研究基金会;

关键词：

SULFINIC ACIDS; ALKENES; PEROXIDATION; EPOXIDATION;

D O I：

10.1021/acs.orglett.4c00517

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An Eosin Y-catalyzed visible light-promoted 1,4-peroxidation-sulfonylation of enynones was achieved to give tetrasubstituted allenes. The photoredox catalysis of Eosin Y allowed the concomitant formation of peroxy and sulfonyl radicals, where the preferential peroxy radical addition to the alkene moiety of enynones resulted in the subsequent alpha-keto radical-sulfonyl radical cross couplings. The developed photoredox catalysis of Eosin Y demonstrates a regioselective 1,4-diradical addition strategy, opening up a new possibility of diradical functionalization of conjugate systems.

引用

页码：2955 / 2959

页数：5

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