Collect. Czech. Chem. Commun. 2004, 69, 1499-1505

A Simple Synthesis of Highly Functionalized Ketenimines Derived from N-Aryl-2,2,2-trichloroacetamides, Alkyl Isocyanides and Dialkyl Acetylenedicarboxylates

Issa Yavari*, Hoorieh Djahaniani and Farough Nasiri

Department of Chemistry, University of Tarbiat Modarres, P.O. Box 14115-175, Tehran, Iran


The 1:1 reactive intermediates produced in the reaction between alkyl isocyanides and dialkyl acetylenedicarboxylates were trapped with N-aryl-2,2,2-trichloroacetamides. When the aryl group was 1-naphthyl, two products were obtained in nearly 2:1 ratio.

Keywords: Ketenimines; Alkyl isocyanides; Dialkyl acetylenedicarboxylates; NH-acids.

References: 20 live references.