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Palladium-Catalyzed Cascade Reactions of δ‑Ketonitriles with Arylboronic Acids: Synthesis of Pyridines

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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 Chen
This 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.

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