文章基本信息

标题：Synthesis of N-Aminated Salts of Aliphatic tert-Amines, (Trialkyl)amidines, and (Pentaalkyl)guanidines by Electrophilic Amination in an Ethereal Solvent
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作者：Hikaru Fujita ; Takanari Arai ; Munetaka Kunishima 等
期刊名称：Chemical and Pharmaceutical Bulletin
印刷版ISSN：0009-2363
电子版ISSN：1347-5223
出版年度：2022
卷号：70
期号：1
页码：85-88
DOI：10.1248/cpb.c21-00673
语种：English
出版社：The Pharmaceutical Society of Japan
摘要：The electrophilic amination of nitrogen-based nucleophiles, including strong organic bases, was conducted in an Et2O solvent using O-(mesitylenesulfonyl)hydroxylamine. Aliphatic tert-amines and N,N,N′-(trialkyl)amidines rapidly formed precipitates of the corresponding aminated salts in high yields. The amination of the highly basic and sterically hindered N,N,N′,N′,N″-(pentaalkyl)guanidines was achieved under modified conditions, although the yields were moderate because of a competing side reaction caused by the acid–base equilibrium.
关键词：electrophilic amination;strong organic base;O-(mesitylenesulfonyl)hydroxylamine