Citation: Davood Nematollahi, Bita Dadpou. A promising green method in cyclization reaction.Oxidation of 3-methylcatechol in the presence of 1,10-phenanthroline[J]. Chinese Chemical Letters, ;2011, 22(9): 1067-1070. doi: 10.1016/j.cclet.2011.05.013 shu

A promising green method in cyclization reaction.Oxidation of 3-methylcatechol in the presence of 1,10-phenanthroline

Davood Nematollahi ^a, ,
Bita Dadpou ^b

a Faculty of Chemistry, Bu-Ali Sina University, Hamedan, Zip Code 65178-38683, Iran;
b Department of Chemistry, Faculty of Science, Arak Branch, Islamic Azad University, Arak, Iran

Received Date: 28 December 2010

Fund Project: The authors acknowledge the Bu-Ali Sina University Research Council and Center of Excellence in Development of Chemical Methods (CEDCM) for support of this work.

Electrochemical oxidation of 3-methylcatechol as a model compound has been studied in the presence of 1, 10-phenanthroline as a bi-dentate nucleophile in water/acetonitrile (70/30, v/v) solution using cyclic voltammetry and controlled-potential coulometry. The results revealed that anodically generated 3-methylcyclohexa-3, 5-diene-l, 2-dione participates in inter and intramolecular Michael addition reactions with 1, 10-phenanthroline and via an ECEC pathway converts to the corresponding heterocyclic compound. The present work has led to the development of a facile and one-pot method with high atom economy under ambient conditions and in an undivided cell using a carbon electrode.
- 1,10-Phenanthroline,
- Electrochemical cyclization,
- Cyclic voltammetry,
- 3-Methylcatechol
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