AI Article Synopsis

  • * This method allows for the production of various benzothiazoles and benzoxazoles in good to excellent yields, even on a larger scale, under mild conditions.
  • * The process involves a proposed reaction mechanism where (-CFPhO)P helps in amide formation, while its hydrolysis product aids in the cyclization reaction to achieve the desired compounds.

Article Abstract

A general and efficient method for the direct synthesis of benzothiazoles and benzoxazoles from carboxylic acids with 2-aminobenzenethiols or 2-aminophenols using (-CFPhO)P as a simple coupling reagent has been developed. Diverse benzothiazoles and benzoxazoles were synthesized in moderate to excellent yields. And the gram-scale preparation of benzothiazole and benzoxazole also proceeded smoothly under the mild conditions. Moreover, a plausible reaction mechanism was discussed, with (-CFPhO)P and its hydrolysis product (-CFPhO)P(O)H contributing to the formation of the target products as an amide synthesis coupling agent and a cyclization reaction promoter, respectively.

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http://dx.doi.org/10.1021/acs.joc.4c01807DOI Listing

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