4.4 Article

A robust one-pot synthesis of benzothiazoles from carboxylic acids including examples with hydroxyl and amino substituents

Journal

TETRAHEDRON LETTERS
Volume 53, Issue 51, Pages 6950-6953

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.10.035

Keywords

Benzothiazole; Substituted carboxylic acid; 2-Aminothiophenol; Ionic liquid; Triphenyl phosphite

Funding

  1. Isfahan University of Technology Research Council
  2. U.S. National Science Foundation [NSF-CHE-0749524]
  3. Direct For Mathematical & Physical Scien [1058794] Funding Source: National Science Foundation
  4. Division Of Chemistry [1058794] Funding Source: National Science Foundation

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The cyclocondensation of 2-aminothiophenol and carboxylic acids to give benzothiazoles has been carried out under mild conditions using tetrabutylammonium bromide (TBAB) as the reaction medium and triphenyl phosphite as the catalyst. Shorter reaction times, rapid isolation of the products, and excellent yields are advantages of this method. The reaction is found to be general and quite tolerant to the nature of the substituted carboxylic acids. (C) 2012 Elsevier Ltd. All rights reserved.

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