Iron-Catalyzed <i>Ortho</i>-Allylation of Aromatic Carboxamides with Allyl Ethers

Abstract

Arenes possessing an <i>N</i>-(quinolin-8-yl)­amide directing group are <i>ortho</i>-allylated with allyl phenyl ether in the presence of an iron/diphosphine catalyst and an organometallic base at 50–70 °C. The reaction proceeds via fast iron-catalyzed C–H activation, followed by reaction of the resulting iron intermediate with the allyl ether in γ-selective fashion