Novel synthesis of aminoacetonitriles via the selective demethylation of quaternary ammonium salts

被引:6
作者
Buev, Evgeny M. [1 ]
Smorodina, Anastasia A. [1 ]
Stepanov, Maxim A. [1 ]
Moshkin, Vladimir S. [1 ]
Sosnovskikh, Vyacheslav Y. [1 ]
机构
[1] Ural Fed Univ, Inst Nat Sci & Math, Ekaterinburg 620000, Russia
基金
俄罗斯科学基金会;
关键词
Quaternary ammonium salts; alpha-Aminonitriles; Saturated N-heterocycles; Nonstabilized azomethine ylides; NONSTABILIZED AZOMETHINE YLIDES; TERTIARY-AMINES; ALKYLAMINOMETHYLATION; 5-ARYLOXAZOLIDINES; FUNCTIONALIZATION; REARRANGEMENT; PYRROLIDINES; CHERYLLINE; ALKYLATION; ALKALOIDS;
D O I
10.1016/j.tetlet.2018.03.037
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Methyl cyclic amines readily formed quaternary ammonium salts upon treatment with iodoacetonitrile in high yields (70-96%). The latter were selectively demethylated by heating in dimethylformamide to give aminoacetonitriles in moderate to good overall yields (36-69%). (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1638 / 1641
页数:4
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