Synthesis of primary amines and N-methylamines by the electrophilic amination of Grignard reagents with 2-imidazolidinone O-sulfonyloxime

M Kitamura, S Chiba, K Narasaka

Index: Kitamura, Mitsuru; Chiba, Shunsuke; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 2003 , vol. 76, # 5 p. 1063 - 1070

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Citation Number: 36

Abstract

2-Imidazolidinone O-sulfonyloxime reacts with various aryl and alkyl Grignard reagents as an electrophilic amination reagent, giving N-alkylated imines. The resulting imines are transformed to primary amines and N-methyl secondary amines by hydrolysis with CsOH and LiAlH 4 reduction, respectively.