Scientific Reports (Aug 2023)

Catalyst- and metal-free C(sp 2)–H bond selenylation of (N-hetero)-arenes using diselenides and trichloroisocyanuric acid at room temperature

  • José S. S. Neto,
  • Isis J. A. Granja,
  • Marcos R. Scheide,
  • Marcelo S. Franco,
  • Cassio A. O. Moraes,
  • Adilson Beatriz,
  • Dênis P. de Lima,
  • Giancarlo V. Botteselle,
  • Tiago E. A. Frizon,
  • Sumbal Saba,
  • Jamal Rafique,
  • Antonio L. Braga

DOI
https://doi.org/10.1038/s41598-023-41430-9
Journal volume & issue
Vol. 13, no. 1
pp. 1 – 13

Abstract

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Abstract In this paper, we report an eco-friendly approach for the C(sp 2)–H bond selenylation of imidazopyridines and other N-heteroarenes as well as simple arenes at ambient temperature. This new protocol consists of the reaction between (N-hetero)-arenes and the diorganyl-diselenides and trichloroisocyanuric acid (TCCA)-ethanol reagent system. In a short reaction time, the desired selenylated products were obtained regioselectively in good yields, with tolerance for a wide range of functional groups.