Gold(I)-Catalyzed Addition of Thiols and Thioacids to 3,3-Disubstituted Cyclopropenes
作者:Richard J. Mudd、Paul C. Young、James A. Jordan-Hore、Georgina M. Rosair、Ai-Lan Lee
DOI:10.1021/jo300930c
日期:2012.9.7
Gold(I)-catalyzed reactions of thiols, thiophenols, and thioacids with 3,3-disubstituted cyclopropenes occur in a regioselective and chemoselective manner to produce either vinyl thioethers or primary allylic thioesters in good yields. A survey of commonly used gold(I) catalysts shows Echavarren’s cationic gold(I) catalyst to be most tolerant of deactivation by sulfur. A novel digold with bridging
金(I)催化的巯基,硫酚和硫代酸与3,3-二取代的环丙烯的反应以区域选择性和化学选择性方式发生,从而以高收率生产乙烯基硫醚或伯烯丙基硫代酯。一项对常用金(I)催化剂的调查显示,Echavarren的阳离子金(I)催化剂最能耐受硫的失活。X射线晶体学表征具有桥连硫醇盐配合物的新型双高铁,在可能的失活途径上发散光。