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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

Георгий Г. Яковенко, Марта С. Ягодкина-Яковенко, Сергей Ю. Суйков, Михаил В. Вовк
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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.

Keywords


1,3-cyclohexanediones; pyrazolopyridoazepines; pyrazolo[4,3-b]quinolin-8-ones; trifluoromethanesulfonic anhydride; Beckmann rearrangement.

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