Practical Synthesis of α‐Trifluoromethylated Pyridines Based on Regioselective Cobalt‐Catalyzed [2+2+2] Cycloaddition using Trifluoromethylated Diynes with Nitriles,Advanced Synthesis & Catalysis

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Practical Synthesis of α‐Trifluoromethylated Pyridines Based on Regioselective Cobalt‐Catalyzed [2+2+2] Cycloaddition using Trifluoromethylated Diynes with Nitriles
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2021-01-22 , DOI: 10.1002/adsc.202001433
Tatsuya Kumon ₁ , Shigeyuki Yamada ₁ , Tomohiro Agou ₂ , Hiroki Fukumoto ₂ , Toshio Kubota ₂ , Gerald B Hammond ₃ , Tsutomu Konno ₁

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Regioselective cobalt‐catalyzed [2+2+2] cycloaddition using fluorine‐containing diynes with nitriles was described. Cycloaddition of fluorinated diynes with nitriles under the influence of CoCl₂(phen), zinc bromide, and zinc dust in dichloroethane at 80 °C for 3 h took place smoothly, exclusively affording the corresponding α‐fluoroalkylated pyridines in excellent yields. In addition, dinitriles as substrate were also found to be suitable for this reaction, giving the corresponding fluoroalkylated bipyridine derivatives in excellent yields.

中文翻译：

基于区域选择性钴催化[2+2+2]三氟甲基化二炔与腈的环加成反应实际合成α-三氟甲基化吡啶

描述了使用含氟二炔与腈进行区域选择性钴催化的[2+2+2]环加成反应。在 CoCl ₂ (phen)、溴化锌和锌粉的影响下，氟化二炔与腈在二氯乙烷中在 80 °C 下环加成 3 小时，顺利进行，以优异的收率专门提供了相应的α-氟烷基化吡啶。此外，二腈作为底物也被发现适合该反应，以优异的收率得到相应的氟烷基化联吡啶衍生物。

更新日期：2021-03-30

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