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Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts.

Alexandra M HoranVincent K DuongEoghan M McGarrigle
Published in: Organic letters (2021)
Herein are reported ligand-coupling reactions of Grignard reagents with pyridylsulfonium salts. The method has wide functional group tolerance and enables the formation of bis-heterocycle linkages, including 2,4'-, 2,3'-, and 2,2'-bipyridines, as well as pyridines linked to pyrimidines, pyrazines, isoxazoles, and benzothiophenes. The methodology was successfully applied to the synthesis of the natural products caerulomycin A and E.
Keyphrases
  • ionic liquid
  • room temperature