Preparation of Primary Amines by the Alkylation of O-Sulfonyloximes of Benzophenone Derivatives with Grignard Reagents.

H Tsutsui, T Ichikawa, K Narasaka

Index: Tsutsui, Hironori; Ichikawa, Tomoko; Narasaka, Koichi Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 8 p. 1869 - 1878

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Citation Number: 47

Abstract

Primary amines are prepared by the electrophilic amination of Grignard reagents with benzophenone O-sulfonyloxime derivatives. 4, 4′-Bis (trifluoromethyl) benzophenone O- sulfonyloximes react with alkyl Grignard reagents in the presence of a catalytic amount of CuCN in tetrahydrofuran-hexamethylphosphoric triamide to give N-alkylimines, which are readily hydrolyzed to primary amines. 3, 3′, 5, 5′-Tetrakis (trifluoromethyl) ...

~95%

~99%

~97%

~84%

~82%

~95%

~84%

~94%

~68%

~72%

~80%

~93%

~60%

~60%

~96%

~76%

~10%

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