Chemistry (Jun 2024)

An Efficient and Eco-Friendly Procedure for Electrophilic Thiocyanation of Anilines and 1-(Substituted benzylidene)-2-phenyl Hydrazines

  • A. M. M. Mallikarjunaswamy,
  • Gouthami Kuruvalli,
  • Khajamohiddin Syed,
  • Vaddi Damodara Reddy,
  • Vipin A. Nair

DOI
https://doi.org/10.3390/chemistry6030027
Journal volume & issue
Vol. 6, no. 3
pp. 476 – 488

Abstract

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Thiocyanates form an important class of organic compounds commonly found in natural products that exhibit excellent antimicrobial activity. The electrophilic thiocyanation is one of the most effective methods of introducing a -SCN functional group to the parent organic molecule. In this work, we explored an eco-friendly and highly efficient method for thiocyanation of anilines and 1-(substituted benzylidene)-2-phenylhydrazines using commercially available N-bromoscuccinimide (NBS) and potassium thiocyanate (KSCN). The optimized protocol afforded thiocyanates with good regioselectivity and excellent yields in comparison to the available methods.

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