Copper-Catalyzed Regio- and Stereoselective Hydrothiolation of Allenamides, Enamides, and Ynamides

被引:2
|
作者
Pages, Lucas [1 ]
Bouquin, Maxime [1 ]
Jaroschik, Florian [1 ]
Monnier, Florian [1 ]
Taillefer, Marc [1 ]
机构
[1] Univ Montpellier, ICGM, CNRS, ENSCM, F-34095 Montpellier, France
来源
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 02期
关键词
THIOL-ENE CLICK; THIYL RADICALS; ALLENES; HYDROAMINATION; BENZENETHIOL; CONSTRUCTION; ADDITIONS;
D O I
10.1021/acs.joc.2c02716
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a simple protocol for the copper-catalyzed hydrothiolation of N-unsaturated precursors, i.e., allenamides, enamides, and ynamides, under mild conditions. This method proceeds with a low loading of a commercially available Cu(CH3CN)(4)PF6 catalyst and enables the room-temperature transformation of a wide range of aromatic and aliphatic thiols into allylic or vinylic thioethers, 1,3-dithioethers, and thioaminals with good regio- and stereoselectivity.
引用
收藏
页码:1168 / 1176
页数:9
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