4.6 Article

DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates via C-H sulfurization: a new route to 2-aminobenzothiazoles

Journal

RSC ADVANCES
Volume 9, Issue 6, Pages 3403-3406

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ra09784d

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Funding

  1. Science Technology Program Project of Guangdong Province [2016B020204005]
  2. Natural Science Foundation of Guangdong Province [2016A030313387]
  3. China Postdoctoral Science Foundation [2018M643105]

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DMSO was found to activate arylisothiocyanates for self-nucleophilic addition. A subsequent intramolecular C-H sulfurization catalyzed by PdBr2 enables access to a wide range of 2-aminobenzothiazole derivatives in moderate to good yields. This is the first example of a DMSO-mediated Pd-catalyzed synthesis of 2-aminobenzothiazoles through cyclization/C-H sulfurization of two isothiocyanates.

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