co9b00198_si_001.pdf (5.86 MB)
Palladium-Catalyzed Cascade Reactions of δ‑Ketonitriles with Arylboronic Acids: Synthesis of Pyridines
journal contribution
posted on 2020-02-14, 15:42 authored by Xinrong Yao, Linjun Qi, Renhao Li, Qianqian Zhen, Jichao Liu, Zhiwei Zhao, Yinlin Shao, Maolin Hu, Jiuxi ChenThis
study presents the first example of the Pd-catalyzed cascade reactions
of 5-oxohexanenitrile with arylboronic acids, affording important
synthon 2-methylpyridines that can be further translated through C(sp3)-H functionalization to construct pyridine derivatives. Furthermore,
this chemistry allows 5-oxo-5-arylpentanenitrile to react with arylboronic
acids to provide unsymmetrical 2,6-diarylpyridines. This protocol
paves the way for the practical and atom economical syntheses of valuable
pyridines with broad functional groups in moderate to excellent yields
under mild conditions.