Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions

被引：100
|
作者：
Ananikov, VP
Orlov, NV
Beletskaya, IP
机构：
[1] Russian Acad Sci, Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia
来源：
ORGANOMETALLICS | 2006年 / 25卷 / 08期
关键词：
D O I：
10.1021/om051105j
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A new nanosized catalytic system has been developed for convenient preparation of beta-vinyl sulfides H2C=C(SAr)R with high yields (79-98%) and excellent selectivity (> 98:2). Inexpensive and easily available Ni(acac)(2) was used as catalyst precursor. Solvent-free conditions were combined with high atom efficiency of the ArSH addition reaction to terminal alkynes (HC C-R) in order to create an environmentally friendly synthetic procedure. The mechanistic study has indicated that catalytic reaction takes place under heterogeneous conditions with alkyne insertion into the Ni-S bond as a key step.
引用
收藏
页码：1970 / 1977
页数：8
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