Xu Shibo, Hirano Koji, Miura Masahiro
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Org Lett. 2020 Nov 20;22(22):9059-9064. doi: 10.1021/acs.orglett.0c03444. Epub 2020 Nov 4.
A Pd-catalyzed regioselective C-H alkenylation of allylic alcohols with electron-deficient alkenes has been developed. The key to success is the introduction of bidentately coordinating phenanthroline directing group, which enables the otherwise challenging and regioselective C-H activation at the proximal alkenyl C-H bonds over the conceivably competitive allylic C-O bond activation. The same Pd/phenanthroline system is efficient for the C-H alkynylation of allylic alcohols with alkynyl bromides.
已开发出一种钯催化的烯丙醇与缺电子烯烃的区域选择性C-H烯基化反应。成功的关键是引入双齿配位的菲咯啉导向基团，这使得原本具有挑战性的区域选择性C-H活化能够在近端烯基C-H键上发生，而不是在可能具有竞争性的烯丙基C-O键活化反应中发生。相同的钯/菲咯啉体系对于烯丙醇与炔基溴的C-H炔基化反应也很有效。
