基于三氟甲基化二炔与腈的区域选择性钴催化[2+2+2]环加成反应的三氟甲基吡啶的实用合成方法。
Practical Synthesis of -Trifluoromethylated Pyridines Based on Regioselective Cobalt-Catalyzed [2+2+2] Cycloaddition using Trifluoromethylated Diynes with Nitriles.
作者信息
Kumon Tatsuya, Yamada Shigeyuki, Agou Tomohiro, Fukumoto Hiroki, Kubota Toshio, Hammond Gerald B, Konno Tsutomu
机构信息
Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.
Department of Materials Science, Ibaraki University, 4-12-1 Nakanarusawa, Hitachi 316-8511, Japan.
出版信息
Adv Synth Catal. 2021 Mar 29;363(7):1912-1922. doi: 10.1002/adsc.202001433. Epub 2021 Jan 22.
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 CoCl(phen), zinc bromide, and zinc dust in dichloroethane at 80°C for 3 h took place smoothly, exclusively affording the corresponding -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.
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80℃下，在二氯乙烷中，在CoCl(phen)、溴化锌和锌粉的作用下，氟化二炔与腈的环加成反应顺利进行，仅以优异的产率得到相应的氟烷基化吡啶。此外，还发现二腈作为底物也适用于该反应，以优异的产率得到相应的氟烷基化联吡啶衍生物。
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