A general and practical method of synthesis of 2-disubstituted-1-chloro-and 1-bromoenamines

L Ghosez, I George-Koch, L Patiny, M Houtekie, P Bovy…

Index: Ghosez, Leon; George-Koch, Isabelle; Patiny, Luc; Houtekie, Marc; Bovy, Philippe; Nshimyumukiza, Prosper; Phan, Thao Tetrahedron, 1998 , vol. 54, # 31 p. 9207 - 9222

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Citation Number: 32

Abstract

Disubstituted-α-chloroenamines are useful synthetic intermediates which had earlier been prepared by the reaction of tertiary amides with phosgene. The toxicity of the latter led us to systematically investigate new synthetic routes towards α-chloro-and α-bromoenamines. The reactions of various halogenating agents (SOCl2, diphosgene, triphosgene, OPCl3, OPBr3) with tertiary amides followed by the addition of triethylamine have been studied. ...