Synthesis of 1,4-Dicarbonyl Compounds by Visible-Light-Mediated Cross-Coupling Reactions of α-Chlorocarbonyls and Enol Acetates

被引：21

作者：

Liu, Qiang ^{[1
]}

Wang, Rui-Guo ^{[1
]}

Song, Hong-Jian ^{[1
]}

Liu, Yu-Xiu ^{[1
]}

Wang, Qing-Min ^{[1
,2
]}

机构：

[1] Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2020年 / 362卷 / 20期

基金：

中国国家自然科学基金;

关键词：

alpha-Chlorocarbonyls; Cross-coupling; 1,4-Dicarbonyl compounds; Photocatalysis; Unsymmetrical diketones; CATALYTIC CONJUGATE ADDITIONS; CARBON BOND FORMATION; FACILE ACCESS; 1,4-DIKETONES; SELECTIVITY; ALKYLATION; ARYLATION; ETHERS; ACTIVATION; INHIBITORS;

D O I：

10.1002/adsc.202000791

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Herein, we report a protocol for visible-light-mediated radical coupling reactions of alpha-chloroketones and enol acetates to afford 1,4-dicarbonyl compounds, which are important precursors and intermediates in organic synthesis. The reaction involves photoredox-catalyzed activation of the alpha-chloroketone upon photoelectron transfer, carbon-chlorine bond cleavage, and coupling of the resulting radical with the carbon-carbon double bond of the enol acetate. This mild protocol has a wide substrate scope and moderate to good yields.

引用

页码：4391 / 4396

页数：6

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