A BECKMANN REARRANGEMENT INITIATED BY TRIFLUOROMETHANESULFONIC ANHYDRIDE IN THE SYNTHESIS OF COMPOUNDS CONTAINING A NEW PYRAZOLO[3',4':5,6]PYRIDO[3,2- b ]AZEPINE HETEROCYCLIC SYSTEM

Abstract

N -Boc-5-formylpyrazol-4-amines reacted with 1,3-cyclohexanediones in AcOH–1,4-dioxane medium in the presence of pyrrolidine, resulting in the formation of pyrazolo[4,3- b ]quinolin-8-one derivatives that were converted into the respective oximes. A reaction of the latter with trifluoromethanesulfonic anhydride under mild conditions was used to synthesize hexahydropyrazolo[3',4':5,6]pyrido[3,2- b ]azepin-4-ium trifluoromethanesulfonates.