Palladium-Catalyzed Electrophilic Functionalization of Pyridine Derivatives through Phosphonium Salts

Yuan Yuan Che, Yanni Yue, Ling Zhi Lin, Bingbing Pei, Xuezu Deng, Chao Feng

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

Abstract

Herein, we report a highly efficient and practical method for pyridine-derived heterobiaryl synthesis through palladium-catalyzed electrophilic functionalization of easily available pyridine-derived quaternary phosphonium salts. The nice generality of this reaction was goes beyond arylation, enabling facile incorporation of diverse carbon-based fragments, including alkenyl, alkynyl, and also allyl fragments, onto the pyridine core. Notably, the silver salt additive is revealed to be of vital importance for the success of this transformation and its pivotal role as transmetallation mediator, which guarantees a smooth transfer of pyridyl group to palladium intermediate, is also described.

Original languageEnglish
Pages (from-to)16414-16419
Number of pages6
JournalAngewandte Chemie - International Edition
Volume59
Issue number38
DOIs
StatePublished - 14 Sep 2020

Keywords

  • cross-coupling
  • palladium
  • phosphonium salts
  • pyridines
  • silver

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