INDIRECT ELECTROCHEMICAL OXIDATION OF CYCLIC-KETONES - INFLUENCE OF RING SIZE, MEDIATOR AND SUPPORTING ELECTROLYTE ON THE RESULT OF THE REACTION

Authors
BARBA F ELINSON MN ESCUDERO J FEDUCOVICH SK
Citation
F. Barba et al., INDIRECT ELECTROCHEMICAL OXIDATION OF CYCLIC-KETONES - INFLUENCE OF RING SIZE, MEDIATOR AND SUPPORTING ELECTROLYTE ON THE RESULT OF THE REACTION, Tetrahedron, 53(12), 1997, pp. 4427-4436
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
12
Year of publication
1997
Pages
4427 - 4436
Database
ISI
SICI code
0040-4020(1997)53:12<4427:IEOOC->2.0.ZU;2-N
Abstract
The result of the indirect electrochemical oxidation of cyclic ketones in methanol in an undivided cell in the presence of sodium halides de pends on the ring size of ketone and the type of mediator. Selectivity of the reaction in some cases and current efficiency are increased by addition of supporting electrolyte - sodium hydroxide. Formation of c yclic 2,2-dimethoxycycloalkanols and the electrochemically induced Fav orskii rearrangement with the formation of methyl cycloalkencarboxylat es containing in the ring one carbon atom less than starting ketone ar e the main ways of the indirect electrochemical oxidation of cyclic ke tones. (C) 1997 Elsevier Science Ltd.