Iminomalonate as a Convenient Electrophilic Amination Reagent for Grignard Reagents.

Y Niwa, K Takayama, M Shimizu

Index: Niwa, Yasuki; Takayama, Kazuki; Shimizu, Makoto Bulletin of the Chemical Society of Japan, 2002 , vol. 75, # 8 p. 1819 - 1825

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Citation Number: 29

Abstract

Diethyl 2-[N-(p-methoxyphenyl) imino] malonate underwent amination reactions with alkyl Grignard reagents to give N-aklylation products in good yields. The obtained N-alkylation products were readily converted into N-alkyl-p-anisidines by the oxidative removal of the malonate moiety. The p-methoxyphenyl group was subsequently deprotected to give primary amines.