Decatungstate/Cobalt Dual Catalyzed Dehydrogenation of Ketones Enabled by Polarity-Matched Site-Selective Activation

被引：22

作者：

Sun, Bin ^{[1
]}

Wang, Jiayin ^{[1
]}

Zhou, Shuangshuang ^{[1
]}

Xu, Jiaxing ^{[1
]}

Zhuang, Xiaohui ^{[1
]}

Meng, Zehui ^{[1
]}

Xu, Yifan ^{[1
]}

Zhang, Zhiguo ^{[2
]}

Jin, Can ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Collaborat Innovat Ctr Yangtze River Delta Reg Gre, Hangzhou 310014, Peoples R China

[2] Zhejiang Univ, Coll Chem & Biol Engn, Minist Educ, Key Lab Biomass Chem Engn, Hangzhou 310058, Peoples R China

来源：

ACS CATALYSIS | 2024年 / 14卷 / 14期

基金：

中国国家自然科学基金;

关键词：

polar effects; ketones; dehydrogenation; hydrogen atom transfer; site-selective; AEROBIC DEHYDROGENATION; HOMOGENEOUS SYSTEM; REVERSAL CATALYSIS; HYDROGEN; ALKYLATION; HETEROARYLATION; ARYLATION;

D O I：

10.1021/acscatal.4c02956

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：

The direct dehydrogenation of ketones has been widely utilized in both academic and industrial settings as the most efficient means of constructing unsaturated ketones and phenols. In contrast to the induction of dehydrogenation at the alpha-site of carbonyl by enol activation, direct and efficient activation of the carbonyl beta-C(sp(3))-H bond to form unsaturated ketones remains unexplored. Herein, we report a polarity-matching-based activation strategy for the carbonyl beta-C(sp(3))-H bond, enabling the photoinduced intramolecular dehydrogenation of ketones without prefunctionalization via the merger of photoredox and cobalt catalysis. This photoinduced mode employs a benign and mild approach to construct unsaturated ketone and phenol skeletons via acceptorless catalytic dehydrogenation, showcasing potential applications in the field of drug synthesis.

引用

页码：11138 / 11146

页数：9

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