Synthesis of 3,7-disubstituted hexahydro- and tetrahydro-2H-indazoles from cross-conjugated dienones

Synthesis of 3,7-disubstituted hexahydro- and tetrahydro-2H-indazoles from cross-conjugated dienones

The oxidation of 3,7-disubstituted hexahydroindazoles with potassium hexacyanoferrate(III) afforded previously unknown tetrahydro-2 H -indazole derivatives. A novel ring contraction reaction leading to 2,3-diazaspiro[4.4]non-3-en-1-one derivatives was discovered. The product structure was proved by...

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Bibliographic Details
Published in:Russian journal of organic chemistry Vol. 52; no. 3; pp. 389 - 396
Main Authors: Nuriev, V. N., Vatsadze, I. A., Sviridenkova, N. V., Vatsadze, S. Z.
Format: Journal Article
Language:English
Published: Moscow Pleiades Publishing 01-03-2016
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
Methylidene
Hydrazine Hydrate
Potassium Hexacyanoferrate
Dibromide
HEXAHYDRO
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Summary:The oxidation of 3,7-disubstituted hexahydroindazoles with potassium hexacyanoferrate(III) afforded previously unknown tetrahydro-2 H -indazole derivatives. A novel ring contraction reaction leading to 2,3-diazaspiro[4.4]non-3-en-1-one derivatives was discovered. The product structure was proved by NMR spectroscopy, mass spectrometry, and X-ray analysis.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428016030167