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

被引：101

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

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页码：1970 / 1977

页数：8

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