The anti-Markovnikov addition of thiols to alkenes/alkynes and thiolysis of epoxides is described using Amberlyst-15(C) as a selective, commercially available, inexpensive and reusable catalyst. The products like diorganyl sulphides, beta-hydroxy sulphides and phenyl(styryl)sulfanes were obtained in good to excellent yields in short reaction time and with high regio-selectivity. The catalyst was reused up to five consecutive recycles without any loss in its catalytic activity. The developed methodology is a metal free protocol for C-S bond formation reaction with high atom economy. (C) 2013 Elsevier B.V. All rights reserved.
Ruthenium-catalyzed reaction of alkenyl triflates with zinc thiolates
作者:Yusuke Imazaki、Eiji Shirakawa、Tamio Hayashi
DOI:10.1016/j.tet.2011.09.145
日期:2011.12
A ruthenium complex coordinated with 3,4,7,8-tetramethyl-1,10-phenanthroline catalyzed the reaction of alkenyl triflates with zinc dithiolates to give alkenyl sulfides. (C) 2011 Elsevier Ltd. All rights reserved.