4.7 Article

Hypervalent iodine mediated intramolecular cyclization of thioformanilides: Expeditious approach to 2-substituted benzothiazoles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 21, Pages 8261-8263

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0609374

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A new, mild, and efficient method has been developed for the synthesis of 2-substituted benzothiazoles via the intramolecular cyclization of thioformanilides by using hypervalent iodine reagents in CH2Cl2 at ambient temperature. The reaction proceeds via a thiyl radical in high yields to give the novel compound oxybis benzothiazole and is also amenable to generating combinatorial libraries of heterocyclic compounds by solid-phase synthesis.

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