Shang Tianbo, Zhang Junhua, Zhang Yan, Zhang Fang, Li Xin-Sheng, Zhu Gangguo
Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Department of Chemistry, Zhejiang Normal University, 688 Yingbin Road, Jinhua 321004, P. R. China.
Org Lett. 2020 May 1;22(9):3667-3672. doi: 10.1021/acs.orglett.0c01163. Epub 2020 Apr 10.
A visible-light-induced remote oxyfluoroalkylation, including ketofluoroalkylation and hydroxytrifluoromethylation, of heteroalkynes is developed with dimethyl sulfoxide (DMSO) and HO as the oxygen source, respectively. It provides a facile access to complex fluoroalkylated ()-alkenes in satisfactory yields with excellent regio-, stereo-, and site-selectivity. The reaction involves an uncommon vinyl radical-induced intermolecular C(sp)-H functionalization, thus offering a good platform for the development of remote difunctionalization of alkynes.
利用二甲亚砜（DMSO）和HO分别作为氧源，开发了一种可见光诱导的杂炔烃远程氧氟烷基化反应，包括酮氟烷基化和羟基三氟甲基化反应。该反应能以令人满意的产率、优异的区域选择性、立体选择性和位点选择性，便捷地合成复杂的氟烷基化（）-烯烃。该反应涉及一种罕见的乙烯基自由基诱导的分子间C(sp)-H官能团化反应，从而为炔烃远程双官能团化反应的发展提供了一个良好的平台。
