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Synthesis of 2-Arylbenzothiazoles by DDQ-Promoted Cyclization of Thioformanilides; A Solution-Phase Strategy for Library Synthesis

D. Subhas Bose*, Mohd. Idrees, Bingi Srikanth

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

D. S. Bose, M. Idrees, B. Srikanth, Synthesis, 2007, 819-823.

DOI: 10.1055/s-2007-965929

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Various benzothiazoles were synthesized by the intramolecular cyclization of thioformanilides using 2,6-dichloro-3,5-dicyano-1,4-benzoquinone (DDQ) in dichloromethane at ambient temperature in high yields.

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proposed mechanism

Key Words

thioformanilide, solution phase, cyclization, 2,6-dichloro-3,5-dicyano-1,4-benzoquinone, benzothiazoles, sulfanyl radical

ID: J66-Y2007-0960