Synthesis of α-Tertiary Amine Derivatives by Intermolecular Hydroamination of Unfunctionalized Alkenes with Sulfamates under Trifluoromethanesulfonic Acid Catalysis
作者:Jun Fei、Zhen Wang、Zheren Cai、Hao Sun、Xu Cheng
DOI:10.1002/adsc.201500646
日期:2015.12.14
An efficient and mild trifluoromethanesulfonic acid-catalyzed hydroamination of unfunctionalized alkenes to afford α-tertiary amine derivatives at temperatures as low as room temperature is reported. 2,2,2-Trifluoroethyl sulfamate was found to be the optimal nitrogen source because its good solubility in both organic solvents and water facilitated both conversion and purification. The reaction conditions
据报道,在低至室温的温度下,有效且温和的三氟甲磺酸催化的未官能化烯烃的加氢胺化反应可得到α-叔胺衍生物。发现2,2,2-三氟乙基氨基磺酸盐是最佳的氮源,因为它在有机溶剂和水中的良好溶解性促进了转化和纯化。反应条件与多种底物官能团相容,并提供中等至良好的产率。所需的胺化合物可通过温和的,一锅法,氧化还原中性的脱保护程序轻松获得。通过β-石竹烯的级联加氢胺化反应合成了具有出色的化学和区域选择性的卡洛琳胺。