A BECKMANN REARRANGEMENT INITIATED BY TRIFLUOROMETHANESULFONIC ANHYDRIDE IN THE SYNTHESIS OF COMPOUNDS CONTAINING A NEW PYRAZOLO[3',4':5,6]PYRIDO[3,2-<i>b</i>]AZEPINE HETEROCYCLIC SYSTEM
Authors
Георгий Г. Яковенко
National University ''Kyiv-Mohyla Academy'',
2 Hryhorija Skovorody St., Kyiv 04655, Ukraine
Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine
Марта С. Ягодкина-Яковенко
Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine
Enamine Ltd., 78 Chervonotkatska St., Kyiv 02094, Ukraine
Сергей Ю. Суйков
Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine
Михаил В. Вовк
Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine
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.
