Laboratoire de Chimie Organique, Service de Chimie et PhysicoChimie Organiques, Université Libre de Bruxelles (ULB) , Avenue F. D. Roosevelt 50, CP160/06, 1050 Brussels, Belgium.
Org Lett. 2016 Apr 15;18(8):1904-7. doi: 10.1021/acs.orglett.6b00678. Epub 2016 Mar 31.
An efficient and general system for the halogen exchange reaction in alkenyl halides has been developed. Upon reaction with catalytic amounts of copper iodide and trans-N,N'-dimethylcyclohexane-1,2-diamine in the presence of tetramethylammonium chloride or bromide, a wide range of easily accessible alkenyl iodides can be smoothly transformed to their far less available chlorinated and brominated derivatives in excellent yields and with full retention of the double bond geometry. This reaction also enables the chlorination of bromoalkenes and could be extended to the use of gem-dibromoalkenes.
已经开发出一种在烯基卤化物中进行卤代交换反应的高效、通用的系统。在四甲基氯化铵或溴化四甲基铵存在下，与催化量的碘化亚铜和反式-N,N'-二甲基环己烷-1,2-二胺反应，可以顺利地将广泛易得的烯基碘化物转化为其氯代和溴代衍生物，收率高，并且双键几何结构完全保留。该反应还可以使溴代烯烃氯化，并可扩展到使用偕二溴代烯烃。
