Domino reactions of 3-methyl-5-aminopyrazole with aryl(hetaryl)aldehydes, cyclopentanone, cyclopentan-1,3-dione, and 1,3-indanedione

Domino reactions of 3-methylpyrazol-5-amine with aromatic or heterocyclic aldehydes, cyclopentanone, cyclopentane-1,3-dione or indane-1,3-dione in DMF or in alcoholic medium proceed regioselectively and lead to the formation of partially hydrogenated 4-aryl(hetaryl)-substituted cyclopenta[ d ]-pyraz...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2015-05, Vol.51 (5), p.697-704
Main Authors: Lipson, V. V., Borodina, V. V., Zemlyanaya, N. I., Shirobokova, M. G., Musatov, V. I., Shishkina, S. V., Sofronov, D. S.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:Domino reactions of 3-methylpyrazol-5-amine with aromatic or heterocyclic aldehydes, cyclopentanone, cyclopentane-1,3-dione or indane-1,3-dione in DMF or in alcoholic medium proceed regioselectively and lead to the formation of partially hydrogenated 4-aryl(hetaryl)-substituted cyclopenta[ d ]-pyrazolo[3,4- b ]pyridine, cyclopenta[ b ]pyrazolo[4,3- e ]pyridin-5(2 H )-one or indeno[1,2- b ]pyrazolo[4,3- e ]pyridin-5(2 H )-one systems respectively. The structure of 3-methyl-4-phenyl-2,5,6,7-tetrahydrocyclopenta[ b ]pyrazolo[ 4,3- e ]pyridine and 3-methyl-4-(4-fluorophenyl)-4,6,7,8-tetrahydro-cyclopenta[ b ]pyrazolo[4,3- e ]pyridin-5(2 H )-one was confirmed by X-ray diffraction (XRD).
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428015050206