A regio- and stereo-selective route to 1,1,3- and 1,2,3-trihalogenobutadienes by dehydrohalogenation of alkyl-substituted 1,1,2,3-tetrahalogenocyclopropanes
作者:Mark S. Baird、Balvinder S. Mahli、Lee Sheppard
DOI:10.1039/p19900001881
日期:——
reaction with dichlorocarbene generated under phase-transfer conditions, or dibromocarbene generated either by phase transfer or from the thermolysis of phenyl-(tribromomethyl)mercury. 1,1,2,3-Tetrahalogenocyclopropanes are also obtained by reaction of the corresponding vicinal bromochloro- and dibromo-alkenes with dichlorocarbene under phase-transfer conditions or of the latter alkenes with phenyl(
在相转移条件下生成的二氯卡宾或通过相转移或苯基的热解生成的二溴卡宾反应后,被氯取代的非末端烯烃被转化为2,3-二烷基-1,1,2,3-四卤代环丙烷-(三溴甲基)汞。通过在相转移条件下使相应的邻位溴氯代和二溴代烯烃与二氯卡宾反应,或使后者的烯烃与苯基(三溴甲基)汞反应,也可以得到1,1,2,3-四卤代环丙烷。当在喹啉存在下加热时,产生的四卤化物会发生开环反应,从而完全消除了卤化氢,从而导致了特定取代的三卤代丁二烯。