Li Wei, Liang Changfa, Luo Baogui, Wang Zhenhui, Li Hengyuan, Li Xiaofeng, Yang Huanjian, Li Huaifeng
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, China.
J Org Chem. 2022 Jan 21;87(2):1554-1558. doi: 10.1021/acs.joc.1c02522. Epub 2022 Jan 4.
The one-step, direct perfluoroalkylation of terminal alkynes with perfluoroalkyl iodides has been developed in which a simple ligandless iron salt is employed as the catalyst. Various perfluoroalkylated alkynes could be afforded in good to excellent yields with good functional group compatibility. Preliminary mechanistic studies suggest the involvement of the perfluoroalkyl radical in the catalytic cycle and the perfluoroalkylated alkenyl iodides as intermediates. The method provides straight, streamlined, and sustainable access to perfluoroalkylated acetylenes.
已经开发出一种用全氟烷基碘对末端炔烃进行一步直接全氟烷基化的方法,其中使用一种简单的无配体铁盐作为催化剂。各种全氟烷基化炔烃能够以良好至优异的产率得到,且具有良好的官能团兼容性。初步机理研究表明全氟烷基自由基参与催化循环,并且全氟烷基化烯基碘化物作为中间体。该方法为全氟烷基化乙炔提供了直接、简化且可持续的合成途径。