Visible Light-Induced Pd-Catalyzed Alkyl-Heck Reaction of Oximes

被引：43

作者：

Kvasovs, Nikita ^{[1
]}

Iziumchenko, Valeriia ^{[1
]}

Palchykov, Vitalii ^{[1
]}

Gevorgyan, Vladimir ^{[1
]}

机构：

[1] Univ Texas Dallas, Dept Chem & Biochem, Richardson, TX 75080 USA

来源：

ACS CATALYSIS | 2021年 / 11卷 / 06期

基金：

美国国家科学基金会;

关键词：

oxime; alkylation; Heck reaction; palladium; light-induced; radical;

D O I：

10.1021/acscatal.1c00267

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 visible light-induced palladium-catalyzed oxida-protocol allows for an efficient atom economical C-C bond tive C-H alkylation of oximes has been developed. This mild protocol allows for an efficient atom economical C-C bond construction of alkyl-substituted oximes. A broad range of primary, secondary, and tertiary alkyl bromides and iodides, as well as a range of different formaldoximes, can efficiently undergo this transformation. The method features visible light-induced generation of nucleophilic hybrid alkyl Pd radical intermediates, which upon radical addition at the imine moiety and a subsequent beta-hydrogen elimination deliver substituted imines.

引用

页码：3749 / 3754

页数：6

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