School of Pharmaceutical Sciences , Sun Yat-sen University , Guangzhou 510006 , China.
Org Lett. 2018 Apr 6;20(7):1924-1927. doi: 10.1021/acs.orglett.8b00471. Epub 2018 Mar 19.
A reductive cross-coupling of gem-difluoroalkenes with diverse unactivated and heteroatom substituted olefins through a Fe-catalyzed hydrogen atom transfer (HAT) strategy is reported. Different from the previous HAT-type olefin cross-coupling reactions, the presence of a fluorine atom in the molecule results in a stereoselective β-F cleavage, leading to a C(sp)-C(sp) bond formation. A wide variety of alkylated monofluoroalkenes were obtained in good efficiency with excellent Z selectivity under air- and water-tolerant reaction conditions. A similar defluorinative coupling reaction of monofluoroalkenes was also realized.
本文报道了一种通过铁催化的氢原子转移（HAT）策略实现的偕二氟烯烃与各种未活化的和杂原子取代的烯烃的还原交叉偶联反应。与以前的 HAT 型烯烃交叉偶联反应不同，分子中氟原子的存在导致立体选择性的β-F 断裂，从而形成 C(sp)-C(sp)键。在空气和水耐受的反应条件下，多种烷基化单氟烯烃以良好的效率和优异的 Z 选择性得到。单氟烯烃的类似脱氟偶联反应也得到了实现。
