研究论文“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”在线发表于《Organic Letters》。
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. This reaction has been enabled by air- and moisture-stable Pd–NHC (NHC = N-heterocyclic carbene) catalysts. The use of well-defined, operationally-simple Pd–NHCs permits for exceptionally broad scope of the challenging B-alkyl C–N cross-coupling with organoboron nucleophiles containing β-hydrogen. The overall process merges the Chichibabin C–H amination with N–C activation, providing a new strategy for the synthesis of 2-alkylpyridines, which are among the most valuable heterocyclic motifs in medicinal chemistry and agrochemistry. This selective N–C activation process enables the production of potent agrochemical molecular hybrids by merging N–C activation with alkylative coupling of natural products, thus representing a novel method for the discovery of highly sought-after molecules for plant protection. Considering the importance of 2-alkylpyridines in various facets of chemistry, we anticipate that this C–N alkylation approach will find wide application.
相关报道：
西北农林科技大学：https://news.nwsuaf.edu.cn/xscg/b1408714109b411480ef65792634689c.htm
植物保护学院：https://ppc.nwafu.edu.cn/xyxw/tpxwnew/e800142973c74948b747aebb22c92ce8.htm
植物微生物最前线：https://mp.weixin.qq.com/s/WZMdulxV9NsBpJ6lGhlSYw
放眼看植病：https://mp.weixin.qq.com/s/MbrPh2SJLSbvmcCsvfBeoA
农化专利服务：https://mp.weixin.qq.com/s/NSNTJ-VNaOU0ne4reIfv8Q