Pd−NHC (NHC = N‑Heterocyclic Carbene)-Catalyzed B‑Alkyl Suzuki Cross-Coupling of 2‑Pyridyl Ammonium Salts by N−C Activation: Application to the Discovery of Agrochemical Molecular Hybrids

Yanqing Gao, Yuge Hu, Jiuhui Ye, Zhiqing Ma, Juntao Feng, Xili Liu, Peng Lei, Michal Szostak

Research output: Contribution to journalArticlepeer-review

Abstract

2-Alkylpyridines are a privileged scaffold throughout the realm of organic synthesis and play a key role in natural products, pharmaceuticals, and agrochemicals. Herein, we report the first B-alkyl Suzuki cross-coupling of 2-pyridyl ammonium salts to access functionalized 2-alkylpyridines. The use of well-defined, operationally simple Pd-NHCs permits for an exceptionally broad scope of the challenging B-alkyl C−N cross-coupling with organoboranes containing β-hydrogen, representing a novel method for the discovery of highly sought-after molecules for plant protection (Figure Presented).

Original languageEnglish (US)
Pages (from-to)2309-2314
Number of pages6
JournalOrganic letters
Volume26
Issue number11
DOIs
StatePublished - Mar 22 2024
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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