A Mild Synthesis of 2-Substituted Benzothiazoles via Nickel-Catalyzed Intramolecular Oxidative C-H Functionalization.

J Org Chem

Hubei Key Laboratory of Radiation Chemistry and Functional Materials, School of Nuclear Technology and Chemistry & Biology , Hubei University of Science and Technology, Xianning 437100 , China.

Published: January 2020

AI Article Synopsis

  • A new efficient method has been developed to make 2-aminobenzothiazoles from arylthioureas using a nickel catalyst.
  • The process involves intramolecular oxidative C-H bond functionalization and offers good to excellent yields.
  • Benefits include low cost, low amounts of catalyst needed, mild conditions, quick reaction times, and easy scalability to larger quantities.

Article Abstract

A highly efficient synthetic method for the preparation of 2-aminobenzothiazoles starting from arylthioureas has been reported. By using a nickel catalyst, arylthioureas undergo intramolecular oxidative C-H bond functionalization, giving the desired 2-aminobenzothiazoles in good to excellent yields. This protocol features an inexpensive catalyst, low catalyst loading, mild reaction conditions, a short reaction time, and good to excellent yields, and it can be scaled up easily to a gram scale with almost no yields decreasing.

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http://dx.doi.org/10.1021/acs.joc.9b02543DOI Listing

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