Heterogenized Phenanthroline-Pd(2+)-Catalyzed Alkoxycarbonylation of Aryl Iodides in Base-Free Conditions

J Org Chem. 2023 Apr 21;88(8):5127-5134. doi: 10.1021/acs.joc.2c02359. Epub 2023 Jan 17.

Abstract

A phenanthroline-based porous organic polymer-supported heterogeneous Pd catalyst (Pd@Phen-POP) is facilely synthesized by the solvent knitting of a Phen scaffold via the Lewis-acid-catalyzed Friedel-Crafts reaction using dichloromethane as a source for linker in the presence of AlCl3. The catalyst very effectively catalyzes the alkoxycarbonylation of various substituted aryl iodides with various alcohols to give corresponding products in good to excellent yields. Owing to the heterotic nature of the catalyst, it can be easily separated by simple filtration from the reaction mixture and recycled.