Reaction of N1,N2-Diarylacetamidines with Alkynic Dienophiles: Synthesis of New Pyridin-2-one Derivatives

Abstract

6-Benzoyl-1-aryl-4-phenylpyridin-2(1H)-ones 8a–c together with the corresponding 2-aryl-1,4-diphenylbut-2-ene-1,4-diones 9a–c were obtained from the reaction of N ¹ ,N ² -diarylacetamidines 1a–c with dibenzoylacetylene 2, while reaction of 1a,b with dimethyl acetylenedicarboxylate 11a and methyl propiolate 11b afforded only the acetamidine–dimethyl maleate adducts (E)-12a,b and the acetamidine–methyl acrylate adduct (E)-12c respectively.