West China School of Pharmacy and State Key Laboratory of Biotherapy and Cancer Center, West China Hospital, Sichuan University, Chengdu, Sichuan 610041, People's Republic of China.
Org Lett. 2022 May 20;24(19):3538-3543. doi: 10.1021/acs.orglett.2c01245. Epub 2022 May 5.
A nickel-catalyzed cross-electrophile coupling of allylic acetates and -difluorovinyl tosylate is presented, which first achieves allylic -difluoroolefins via C(sp)-C(sp) cross-electrophile coupling. In addition, this protocol was performed under mild reaction conditions, affording a variety of allylic -difluorovinyl arenes in moderate to good yields. Moreover, both linear and branched allylic acetate could produce a linear cross-coupling product exclusively. Mechanistic studies reveal that the reaction involves two different Ni(0)/Ni(II) catalytic cycles.
本文报道了镍催化的烯丙基乙酸酯与 -二氟乙烯基对甲苯磺酸酯的交叉电偶联反应，该反应首次通过 C(sp)-C(sp) 交叉电偶联实现了烯丙基 -二氟烯烃的构建。此外，该反应在温和的反应条件下进行，以中等至良好的收率得到了各种烯丙基 -二氟芳基乙烯基砜。此外，线性和支链烯丙基乙酸酯都可以专一性地生成线性交叉偶联产物。机理研究表明，该反应涉及两个不同的 Ni(0)/Ni(II)催化循环。
