CuCl-Catalyzed Regio- and Stereoselective Aminohalogenation of α,β-Unsaturated Nitriles
作者:Jian-Lin Han、San-Jun Zhi、Le-Yong Wang、Yi Pan、Guigen Li
DOI:10.1002/ejoc.200600902
日期:2007.3
α,β-Unsaturated nitriles were found to be suitable substrates for aminochlorination with N,N-dichloro-p-toluenesulfonamide (4-TsNCl2) in the presence of CuCl as the catalyst (10 mol-%) and 4 A molecular sieves. The reaction is very convenient to carry out at room temperature without the protection of inert gases, and this method provides an easy route to vicinal haloamino nitriles with excellent regio-
发现 α,β-不饱和腈是在 CuCl 作为催化剂 (10 mol-%) 和 4 A 分子筛存在下与 N,N-二氯-对甲苯磺酰胺 (4-TsNCl2) 进行氨基氯化的合适底物。该反应在室温下进行,无需惰性气体保护,非常方便,该方法提供了一条制备邻位卤氨基腈的简便途径,具有优异的区域选择性和立体选择性,并具有良好的化学产率。立体化学已通过 X 射线结构分析得到明确证实。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)