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


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Abstract

The oxidation of 3,7-disubstituted hexahydroindazoles with potassium hexacyanoferrate(III) afforded previously unknown tetrahydro-2H-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.

About the authors

V. N. Nuriev

Faculty of Chemistry

Email: szv@org.chem.msu.ru
Russian Federation, Leninskie gory 1-3, Moscow, 119991

I. A. Vatsadze

Zelinskii Institute of Organic Chemistry

Email: szv@org.chem.msu.ru
Russian Federation, Leninskii pr. 47, Moscow, 119991

N. V. Sviridenkova

MISiS National University of Science and Technology

Email: szv@org.chem.msu.ru
Russian Federation, Leninskii pr. 4, Moscow, 119049

S. Z. Vatsadze

Faculty of Chemistry

Author for correspondence.
Email: szv@org.chem.msu.ru
Russian Federation, Leninskie gory 1-3, Moscow, 119991

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