Electroorganic synthesis of catecholthioethers.

J Org Chem

Department of Chemistry, Faculty of Science, University of Bu-Ali-Sina, Hamadan 65174, Iran.

Published: September 2005

[reaction: see text] It is demonstrated that o-quinones, generated by the electrochemically driven oxidation of the catechols (1a-d) at physiological pH, are rapidly scavenged by 2-mercaptobenzoxazole (3) to give related catecholthioethers (4a-d) via an EC electrochemical mechanism pathway. The electrochemical syntheses of 4a-d have been successfully performed in one-pot in ambient conditions and in an undivided cell using an environmentally friendly method with high atom economy.

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http://dx.doi.org/10.1021/jo0508301DOI Listing

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