镍催化(Z)-1,2-二芳硫基-1,2-二芳基烯烃与格氏试剂偶联反应制备多取代烯烃

Nickel-Catalyzed Coupling of 1,2-Diarylthio-1,2-diarylalkenes with Grignard Reagents for Synthesis of Multi-substituted Alkenes

以5.0 mol%NiCl2(dppe)作为催化剂,催化(Z)-1,2-二芳硫基-1,2-二芳基烯烃和格氏试剂偶联反应,高选择性制备了一系列多取代烯烃化合物.有机硫基团经水解、氧化后生成二芳基二硫醚,实现了硫资源的循环利用,符合绿色化学要求.同时,此方法对不同取代的(Z)-1,2-二芳硫基-1,2-二芳基烯烃和格氏试剂均具有较好的适用性,以较高的产率获得相应的目标产物,为多取代烯烃的制备提供了有效的路径.

A convenient protocol for the synthesis of multi-substituted alkenes from(Z)-1,2-diarylthio-1,2-diarylalkenes with Grignard reagents was developed via the highly selective coupling of(Z)-1,2-diarylthio-1,2-diarylalkenes catalyzed by 5.0 mol% NiCl2(dppe).The leaving organosulfur group could be converted to diaryldisulfide after hydrolysis and oxidation,which realized the recycling of sulfur resources,meeting the requirements of green chemistry.This process tolerated to different(Z)-1,2-diarylthio-1,2-diarylalkenes and Grignard reagents to deliver products in good to excellent yields,providing an efficient route to multi-substituted alkenes.