Reaction of 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones with cyanoamino compounds

Aroylketenes have been generated by thermolysis of 6-aryl-2,2-dimethyl-1,3-dioxin-4-ones. They take part in a 1,4-cycloaddition reaction at the CN bond of N-aryl or N,N-dialkyl-N-cyanoamines and of N'-phenyl-N-cyanoguanidine to form the corresponding 2-N-aryl-amino, 2-N,N-dialkylamino, and 2-N-phenylguanidino-6-aryl-1,3-oxazin-4-ones. p-Aminobenzonitrile and cyanoacetamide are acylated by aroylketenes to form the p-cyanophenylamide of p-toluylacetic acid and the cyano-acetamide of benzoylacetic acid.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1265–1268, September, 1989.