Stereoselective synthesis of (E,E)-bis(2-halovinyl) selenides and its derivatives based on selenium halides and acetylene
作者:Maxim V. Musalov、Vladimir A. Potapov、Maria V. Musalova、Svetlana V. Amosova
DOI:10.1016/j.tet.2012.09.099
日期:2012.12
based on the reactions of selenium dihalides or monohalides with acetylene has been elaborated. Reactions of selenium tetrahalides with acetylene afford (E,E)-bis(2-halovinyl) selenides and (E)-2-halovinyl 1,2,2-trihaloethyl selenides. Convenient synthesis of (E,E)-bis(2-halovinyl) selenium dihalides in near quantitative yield has been developed. (E,E)-Bis(2-halovinyl) selenium dihalides undergo spontaneous
基于硒二卤化物或一卤化物与乙炔的反应,已经成功地合成了(E,E)-双(2-氯乙烯基)和(E,E)-双(2-溴乙烯基)硒化物的立体选择性合成方法。四卤化硒与乙炔的反应提供了(E,E)-双(2-卤代戊基)硒化物和(E)-2-卤代戊基1,2,2-三卤代乙基硒化物。已经开发了以接近定量的产率方便地合成(E,E)-双(2-卤代乙烯基)二卤化硒。(E,E)-双(2-卤代乙烯基)二卤化硒会自发发生重排,卤素会从硒原子迁移到双键。先前描述的一氯化硒和四溴化硒与乙炔的反应已被重新研究。