铋(Ⅲ)催化Barbier-Grignard-Type溴代芳香烃和醛的反应  

Effective Bismuth(Ⅲ)-Promoted Barbier-Grignard-Type Reactions of Bromides with Aldehydes

作　　者：温运明 陈桂芳[1] 唐渝[1] 陈静[1] 杨骏[1] 张渊明[1] 

机构地区：[1]暨南大学化学系,广州510632

出　　处：《有机化学》2015年第12期2545-2551,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21276104)资助项目~~

摘　　要：报道了以三氯化铋为催化剂，三苯基膦为配体，在四氢呋喃中，65℃下用不活泼的溴代烃、镁与醛简单高效地进行Barbier—Grignard式的芳基化和烷基化．该方法反应条件温和、操作简单、反应时间短、一锅法反应且有高的收率（大部分61％～99％）．对空间效应、电子效应和一些新的结果进行了讨论，合理地提出了一个三氯化铋和三苯基膦催化的可能机理．A highly versatile and efficient method has been developed for the Barbier-Grignard-type arylation and alkylation of aldehydes using unactivated bromides and Mg in tetrahydrofuran at 65 ℃ promoted by BiCl3 and PPh3. This method has offered high yields of 61%-99% mostly, mild reaction conditions, short reaction time, easy workup and a one-pot procedure. The steric, electronic effects and some new results have been discussed. A possible mechanism catalyzed by BiCl3 and Ph3P was reasonably proposed.

关 键 词：二级醇 Barbier-Grignard反应 一锅法 醛 氯化铋 

分 类 号：O621.251[理学—有机化学]