Pentafluorohalobenzene (C6F5X) as Iodine or Bromine Transfer Reagents for Synthesis of Disubstituted Pyridines

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3 Oct, 2025

We report pentafluorohalobenzene (C6F5I and C6F5Br) as an iodine or bromine transfer reagent for the generation of both electron-rich and electron-poor (hetero)aryl iodides and bromides with excellent chemo/regio selectivity in up to 95% yields. Continuous flow synthesis proved to be advantageous for this transformation. The iodine or bromine transfer occurs through treatment with in situ-generated (hetero)aryl Grignard reagents derived from aryl halides with C6F5I or C6F5Br. The resulting iodo- and chloro/bromo-pyridines were further transformed into bis-substituted pyridines through subsequent chemoselective coupling reactions.

  • Annapureddy, RR
  • Vasilev, M
  • Kalikinidi, NR
  • Shada, ADR
  • Regati, S
  • Shingare, R
  • Gamage, SMP
  • Sharique, M
  • Arachchige, S
  • Samankumara, LP
  • Nasipireddy, V
  • Gadi, MR
  • Ganipisetti, S
  • Naini, SR
  • Munnuri, S
  • Revu, O
  • Gummidi, L
  • Tenneti, S
  • Bietsch, J
  • Chen, A
  • Gajula, P
  • Tiwari, V
  • Bandu, R
  • Mamunooru, M
  • Wang, Z
  • Achanta, S
  • Sirasani, G
  • Gangu, AS
  • Qu, B
  • Senanayake, CH
  • TCG GreenChem, Inc. 701 Charles Ewing Blvd, Ewing, New Jersey 08628, United States
Pentafluorohalobenzene (C6F5X) as Iodine or Bromine Transfer Reagents for Synthesis of Disubstituted Pyridines
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