Fu Zhengjie, Tsui Gavin Chit
Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China.
Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China.
Org Lett. 2025 Sep 12;27(36):10141-10146. doi: 10.1021/acs.orglett.5c03217. Epub 2025 Sep 1.
A diastereoselective Pd-catalyzed allylic C-F bond functionalization of pentafluoroethyl alkenes is described. Heteroatom nucleophiles including amines, alcohols, and thiols can be employed to construct new C-N, C-O, or C-S bonds with concomitant cleavage of an allylic C-F bond. Both 1,1- and 1,2-disubstituted pentafluoroalkenes can be utilized to synthesize novel tetra- and trisubstituted alkenes containing an sp-carbon connected to both F and CF in good to excellent diastereoselectivities.
描述了一种非对映选择性钯催化的五氟乙基烯烃的烯丙基C-F键官能化反应。包括胺、醇和硫醇在内的杂原子亲核试剂可用于构建新的C-N、C-O或C-S键,同时断裂烯丙基C-F键。1,1-二取代和1,2-二取代的五氟烯烃均可用于合成新型的四取代和三取代烯烃,这些烯烃含有一个与F和CF相连的sp碳,具有良好至优异的非对映选择性。