From isocyanides to trichloropyruvamides: application to a new preparation of oxamide derivatives

L El Kaim, L Gaultier, L Grimaud, E Vieu

Index: El Kaim, Laurent; Gaultier, Laetitia; Grimaud, Laurence; Vieu, Emilie Tetrahedron Letters, 2004 , vol. 45, # 43 p. 8047 - 8048

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Citation Number: 9

Abstract

Since the discovery of the haloform reaction, 1 the trihalomethyl group has been recognized as a potential leaving group in synthesis and its elimination is usually associated with the development of a negative charge at a β-position. This is the case with the formation of isocyanates after basic treatment of N-monoalkyltrichloroacetamides 2 or in the addition–elimination process between amines and trichloromethylketones. 3 Following our studies on trifluoropyruvamides, 4 we ...