Thakur Vinay V, Talluri Siva Kumar, Sudalai A
Process Development Division, National Chemical Laboratory, Pashan Road, Pune-411 008, India.
Org Lett. 2003 Mar 20;5(6):861-4. doi: 10.1021/ol027530f.
[reaction: see text] A new synthetic procedure for aminohalogenation of olefins has been developed for the preparation of vicinal haloamine derivatives in high yields by using Cu, Mn, or V catalysts with p-toluenesulfonamide (TsNH(2)) and N-bromosuccinimide (NBS) as nitrogen and bromine sources, respectively. Unprecedented regio- and stereoselectivity (anti:syn > 99:1) toward the aminohalogenation process is shown for olefinic substrates as well as transition metal catalysts.
[反应:见正文] 已开发出一种用于烯烃氨基卤化的新合成方法,通过使用铜、锰或钒催化剂,分别以对甲苯磺酰胺(TsNH₂)和N-溴代琥珀酰亚胺(NBS)作为氮源和溴源,以高产率制备邻位卤代胺衍生物。对于烯烃底物以及过渡金属催化剂,在氨基卤化过程中显示出前所未有的区域和立体选择性(反式:顺式>99:1)。