FORMATION OF DIAZOKETONES AND AZINES BY IMPROVED OXIDATION OF KETOHYDRAZONES USING CU(ACAC)(2) AS A CATALYST

Authors
IBATA T SINGH GS
Citation
T. Ibata et Gs. Singh, FORMATION OF DIAZOKETONES AND AZINES BY IMPROVED OXIDATION OF KETOHYDRAZONES USING CU(ACAC)(2) AS A CATALYST, Tetrahedron letters, 35(16), 1994, pp. 2581-2584
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
16
Year of publication
1994
Pages
2581 - 2584
Database
ISI
SICI code
0040-4039(1994)35:16<2581:FODAAB>2.0.ZU;2-Y
Abstract
An efficient Cu(acac)(2)-catalyzed oxidation of ketohydrazones afforde d the corresponding alpha-diazoketones or ketazines in high yields dep ending on the reaction conditions. However, the reaction of benzopheno ne hydrazone gave benzophenone azine without affording diphenyldiazome thane. The formation of azines is explained by the intermediacy of car benoid generated by the Cu(acac)(2)-catalyzed decomposition of diazo c ompounds.