Remote and Selective C(sp2)-H Olefination for Sequential Regioselective Linkage of Phenanthrenes.
Yi WeiAbing DuanPan-Ting TangJia-Wei LiRou-Ming PengZheng-Xin ZhouXiao-Peng LuoMohamedally KurmooYue-Jin LiuMing-Hua ZengPublished in: Organic letters (2020)
Biphenylcarboxylic acid with two competing C(sp2)-H sites was designed for site selective C(sp2)-H functionalization by developing carboxylic acids assisted remote and selective olefination via 7-membered palladacycle. Mechanism investigation and DFT calculations reveal a kinetics-determined process, which could be utilized to explore a variety of remote site selectivity. The practicability of this method was highlighted by the precise construction of phenathrene under sequential site selectivity.