Regiodivergent Arylation of Pyridines via Zincke Intermediates

Haiwen Wang, Michael f. Greaney

Research output: Contribution to journalArticlepeer-review


An arylation protocol for pyridines is described, via the ring-opened Zincke intermediate. Treatment of pyridines with triflic anhydride and a secondary amine produces an azahexatriene species, which undergoes regioselective Pd-catalyzed arylation at the putative C4 position. Recyclization then provides the pyridine products. Alternatively, metal-free arylation with a diaryliodonium salt is selective for the pyridine meta-position, affording a regiodivergent approach to pyridine biaryls from a common intermediate.

Original languageEnglish
JournalAngewandte Chemie International Edition
Early online date11 Jan 2024
Publication statusE-pub ahead of print - 11 Jan 2024


  • Catalysis
  • pyridine
  • C-H activation
  • palladium


Dive into the research topics of 'Regiodivergent Arylation of Pyridines via Zincke Intermediates'. Together they form a unique fingerprint.

Cite this