4.7 Article

Electroorganic synthesis of catecholthioethers

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 19, Pages 7769-7772

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0508301

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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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