THE SYNTHESIS OF 2H-PYRIDO[3,4-c][1,2]BENZOXAZINE-2,4(3H)-DIONES FROM 6-OXO-6H-1,2-OXAZINE-3-CARBOXYLATES

Abstract

A simple procedure was developed for the synthesis of 2H-pyrido[3,4-c][1,2]benzoxazine-2,4(3H)-diones by the treatment of ofluorophenyl-substituted 6-oxo-6H-1,2-oxazine-3-carboxylates with primary amines. The reaction proceeded according to the mechanism previously described for the formation of 3-(hydroxyimino)pyridine-2,6-diones followed by intramolecular nucleophilic substitution involving the hydroxyimino group to form the 1,2-oxazine ring.

Authors: Dmitry S. Ivanov, Elvira R. Zaitseva, Alexander Yu. Smirnov*, Alexey V. Nizovtsev, Nadezhda S. Baleeva, Mikhail S. Baranov