Visible-Light-Enabled Allylic C-H Oxidation: Metal-free Photocatalytic Generation of Enones

被引：40

作者：

Liu, Chao ^{[1
]}

Liu, Hui ^{[1
]}

Zheng, Xuan ^{[1
]}

Chen, Shanyi ^{[1
]}

Lai, Qihong ^{[1
]}

Zheng, Changlong ^{[1
]}

Huang, Mingqiang ^{[1
]}

Cai, Kaicong ^{[2
]}

Cai, Zhixiong ^{[1
]}

Cai, Shunyou ^{[1
,3
]}

机构：

[1] Minnan Normal Univ, Sch Chem Chem Engn & Environm, Key Lab Modern Anal Sci & Separat Technol Fujia, Zhangzhou 363000, Peoples R China

[2] Xiamen Univ, Key Lab Theoret & Computat Chem Fujian Prov, Xiamen 361005, Peoples R China

[3] Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Key Lab Chem Genom Guangdong Prov, Shenzhen 518055, Peoples R China

来源：

ACS CATALYSIS | 2022年 / 12卷 / 02期

基金：

中国国家自然科学基金;

关键词：

photoredox catalyst; visible light; enone; bromine radical; allylic C-H bond oxidation; SINGLET OXYGEN; PHOTOREDOX; CATALYSIS; FUNCTIONALIZATION; ACTIVATION; COMPLEX; OLEFINS; BONDS; MILD; CHEMISTRY;

D O I：

10.1021/acscatal.1c05124

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A practical and efficient method has been established for the direct oxidation of allylic C-H bonds catalyzed by visible-light-enabled photoredox agents. This protocol uses oxygen as the sole oxidant under metal-free conditions at room temperature and produces functionalized enones. When combined with acid-promoted dehydration, this benign and mild method enables the production of meta-functionalized phenols from simple cyclohexenols. A key to this reaction is the choice of tetrabutylammonium bromide as a hydrogen atom transfer cocatalyst.

引用

页码：1375 / 1381

页数：7

共 55 条

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