Palladium-Catalyzed Cascade Reactions of δ‑Ketonitriles with Arylboronic Acids: Synthesis of Pyridines
Palladium-Catalyzed Cascade Reactions of δ‑Ketonitriles with Arylboronic Acids: Synthesis of Pyridines
复制标题
钯催化的酮腈与芳基硼酸的级联反应：吡啶的合成
DOI：
10.1021/acscombsci.9b00198
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发表时间：
2020
影响因子：
--
通讯作者：
Jiuxi Chen
中科院分区：
文献类型：
--
作者：
Xinrong Yao;Linjun Qi;Renhao Li;Qianqian Zhen;Jichao Liu;Zhiwei Zhao;Yinlin Shao;Maolin Hu;Jiuxi Chen
本研究首次报道了钯催化的5-氧基己腈与芳基硼酸的级联反应，得到了重要的合成子2-甲基吡啶，可通过C(SP3)-H官能化进一步转化为吡啶衍生物。此外，这种化学允许5-氧代-5-芳基戊腈与芳基硼酸反应生成不对称的2，6-二芳基吡啶。这一方案为在温和的条件下以中等到高的产率合成具有广泛官能团的有价值的吡啶奠定了基础。
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.