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Regioselective Synthesis of N 2 -Aryl 1,2,3-Triazoles via Electro-oxidative Coupling of Enamines and Aryldiazonium Salts.

Mrinmay BaidyaSamrat MallickSuman De Sarkar
Published in: Organic letters (2022)
An efficient synthetic route for the construction of N 2 -aryl 1,2,3-triazoles is reported via sequential C-N bond formation and electro-oxidative N-N coupling under metal-free conditions. Readily accessible 2-aminoacrylates and aryldiazonium salts were used as starting materials, and the developed protocol displays excellent functional group tolerance, allowing an extensive range of substrate scope up to 91% isolated yield. Various mechanistic studies, along with the isolation of an intermediate adduct, refer to successive ionic and radical reaction sequences.
Keyphrases
  • ionic liquid
  • room temperature
  • electron transfer
  • high speed
  • randomized controlled trial
  • case control
  • mass spectrometry
  • structural basis
  • visible light