A Novel Practical Synthesis of Benzothiazoles via Pd-Catalyzed Thiol Cross-Coupling

Takahiro Itoh* and Toshiaki Mase
Process Research, PreClinical Development, Banyu Pharmaceutical Co., Ltd., 3 Okubo, Tsukuba, Ibaraki, 300-2611, Japan
Org. Lett., 2007, 9 (18), pp 3687–3689
DOI: 10.1021/ol7015737
Publication Date (Web): August 9, 2007
Copyright © 2007 American Chemical Society

Abstract

Abstract Image

A convenient synthesis of substituted benzothiazoles from 2-bromoanilides has been accomplished. The various 2-bromoanilides were reacted with an alkyl thiolate in high yields using a palladium catalyst. The resulting sulfides were easily converted to the corresponding benzothiazoles via the simultaneous generation of thiols and condensation under basic or acidic conditions.

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History

  • Published In Issue August 30, 2007
  • Received July 4, 2007

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