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
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
收藏
页码:4391 / 4396
页数:6
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