Hypervalent Iodine Mediated Intramolecular Cyclization of Thioformanilides: Expeditious Approach to 2-Substituted Benzothiazoles

D. Subhas Bose* and Mohd. Idrees

*Organic Chemistry Division III, Fine Chemicals Laboratory, Indian Institute of Chemical Technology, Hyderabad, 500 007, India, Email: dsbiict.res.in

D. S. Bose, M. Idrees, J. Org. Chem., 2006, 71, 8261-8263.

DOI: 10.1021/jo0609374 (free Supporting Information)

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Abstract

A new, mild, and efficient method for the synthesis of 2-substituted benzothiazoles proceeds via the intramolecular cyclization of thioformanilides by using hypervalent iodine reagents in CH₂Cl₂ at ambient temperature.

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proposed mechanism

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Dess-Martin Periodinane Mediated Intramolecular Cyclization of Phenolic Azomethines: A Solution-Phase Strategy toward Benzoxazoles and Benzothiazoles

D. S. Bose, M. Idrees, Synthesis, 2010, 398-402.

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Key Words

Benzothiazoles, Dess-Martin periodinane

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ID: J42-Y2006-3280