Addition of C-nucleophiles to 5-phenylpyrimidin-2(1H)-ones and 6-phenyl-1,2,4-triazin-3(2H)-one

Abstract

Addition reactions of C-nucleophiles to the C=N bond of 5-phenyl- and 1-methyl-5-phenylpyrimidin-2(1H)-ones 1a,b and 6-phenyl-1,2,4-triazin-3(2H)-one 2 were investigated. 1a,b and 2 furnished addition products with indoles; 1a also added N-methylpyrrole. Only 2 added thiophene and methyl ketones, and reacted with alkyl halides and acetone forming products resulting both from alkylation and from addition of acetone at positions 2 and 5, respectively.