Palladium-Catalyzed Cascade Reactions of δ-Ketonitriles with Arylboronic Acids: Synthesis of Pyridines.,ACS Combinatorial Science

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Palladium-Catalyzed Cascade Reactions of δ-Ketonitriles with Arylboronic Acids: Synthesis of Pyridines.
ACS Combinatorial Science Pub Date : 2020-02-12 , DOI: 10.1021/acscombsci.9b00198
Xinrong Yao ₁ , Linjun Qi ₁ , Renhao Li ₂ , Qianqian Zhen ₁ , Jichao Liu ₁ , Zhiwei Zhao ₁ , Yinlin Shao ₁ , Maolin Hu ₁ , Jiuxi Chen ₁

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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.

中文翻译：

δ-乙腈与芳基硼酸的钯催化级联反应：吡啶的合成。

该研究提出了5-氧代己腈与芳基硼酸的Pd催化级联反应的第一个例子，提供了重要的合成子2-甲基吡啶，可以通过C（sp3）-H官能化进一步翻译以构建吡啶衍生物。此外，该化学方法允许5-氧代-5-芳基戊腈与芳基硼酸反应以提供不对称的2，6-二芳基吡啶。该方案为在温和条件下以中等至极佳收率的实用且原子经济的方法合成有价值的具有宽泛官能团的吡啶铺平了道路。

更新日期：2020-02-17

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