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

作者：Yanqing Gao, Yuge Hu, Jiuhui Ye, Zhiqing Ma, Juntao Feng, Xili Liu, Peng Lei, Michal Szostak · 发表于：Organic Letters · 年份：2024 · DOI：10.1021/acs.orglett.4c00549 · 被引用次数：6 · 研究领域：Catalytic Cross-Coupling Reactions、Synthetic Organic Chemistry Methods、Chemical Synthesis and Analysis

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.