European Journal of Organic Chemistry · 2017 · 44 citations · 96 references
Natural SciencesChemistryCatalysisOrganic ChemistryReaction EngineeringHeterocyclic ChemistryMetal SulfidesBenzothiazole SynthesisBenzoxazole SynthesisChalcogenide SynthesisMild Reaction ConditionsThiazole Chemistry
Herein, we report the first decarboxylative oxidation of α‐keto acids that is promoted by sodium metabisulfite (Na 2 S 2 O 5 ) to obtain 2‐substituted benzothiazoles and benzoselenazoles. Diaryl disulfides and diselenides were used as chalcogen sources, and the desired products were obtained in moderate to excellent yields. This protocol does not require an inert gas, transition metals, or harsh reaction conditions, and CO 2 is released as an environmentally benign coproduct. The presence of Na 2 S 2 O 5 was essential to guarantee that the reaction reached completion and afforded maximum product yields.
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