Some base-catalysed ring expansion and ring expansion–ring contraction reactions of ethyl 4-chloromethyl-1,2,3,4-tetrahydro-6-methyl-2-oxopyrimidine-5-carboxylate
Abstract
Reactions of 4-chloromethyl-2-oxotetrahydropyrimidines with various nucleophiles give derivatives of 1,3-diazepin-2-one. In contrast, reactions with amines give rise to α-aminopyrrolines, and a controlled reaction with hydroxide gave an α-hydroxypyrroline. A general conversion of these chloromethylpyrimidines into N-substituted pyrroles is described.