Palladium-Catalyzed Thiocarbonylative Synthesis of α,β-Unsaturated Thioesters Using S-Aryl Thioformates as the Thioester Sources

被引:7
|
作者
Shen, Zekai [1 ]
Huo, Yong-Wang [1 ]
Qi, Xinxin [1 ]
Wu, Xiao-Feng [2 ,3 ]
机构
[1] Zhejiang Sci Tech Univ, Dept Chem, Key Lab Surface & Interface Sci Polymer Mat Zhejia, Hangzhou 310018, Zhejiang, Peoples R China
[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Liaoning, Peoples R China
[3] Leibniz Inst Katalyse EV, D-18059 Rostock, Germany
关键词
CARBON-MONOXIDE; ASYMMETRIC-SYNTHESIS; THIOL ESTERS; ACETYLENES; BOND; THIOFORMYLATION; DERIVATIVES; COMPLEXES; ALDEHYDES; EFFICIENT;
D O I
10.1021/acs.orglett.3c01400
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzed thiocarbonylation reaction forthe synthesis of alpha,beta-unsaturated thioesters from vinyltriflates with S-aryl thioformates as the thioestersources has been developed. The reaction proceeded smoothly at lowtemperature, and a variety of alpha,beta-unsaturated thioesterswere produced in moderate to high yields with very good functionalgroup tolerance. This protocol features mild reaction conditions,good substrate scope, and avoids the use of toxic CO gas or odorousthiols, which made it a worthy addition to alpha,beta-unsaturatedthioester synthesis via a thioester transfer process.
引用
收藏
页码:4140 / 4144
页数:5
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