N-Heterocyclic carbene-catalyzed formal cross-coupling reaction of α-haloenals with thiols: organocatalytic construction of sp2 carbon-sulfur bonds

被引:46
作者
He, Lin [1 ]
Guo, Hao [1 ]
Li, Yuan-Zhen [1 ]
Du, Guang-Fen [1 ]
Dai, Bin [1 ]
机构
[1] Shihezi Univ, Sch Chem & Chem Engn, Key Lab Green Proc Chem Engn Xinjiang Bingtuan, Shihezi 832000, Xinjiang Uygur, Peoples R China
基金
中国国家自然科学基金;
关键词
ALPHA; BETA-UNSATURATED ALDEHYDES; ESTERS; ENALS; GENERATION; CONVERSION; ADDITIONS; UMPOLUNG; KETONES; BASE;
D O I
10.1039/c4cc00154k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel N-heterocyclic carbene (NHC)-catalyzed formal cross-coupling reaction between alpha-haloenals and thiols was developed. In the presence of 5 mol% NHC precursors and 1.6 equiv. potassium carbonate, various thiols coupled with alpha-haloenals to produce alpha-thioenals in 53% to 91% yield and excellent Z-selectivity.
引用
收藏
页码:3719 / 3721
页数:3
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