Straightforward and Recyclable System for Synthesis of Biaryl Ketones via Carbonylative Coupling Reactions of Aryl Halides with PhB(OH)2 and (EtO)3 PhSi

Abstract

Solvent-dispersible magnetite (Fe3O4) chitosan-functionalized with methionine was effectively prepared to immobilize Pd(0) with a metal adsorption method. The catalyst was characterized by Transmission Electron Microscopy (TEM), Field emission scanning electron microscopy (FE-SEM), Powder X-ray Diffraction (XRD), Energy Dispersive X-ray spectroscopy (EDX), FT-IR spectra, thermogravimetric analyzer (TGA) and vibrating sample magnetometer (VSM). A variety of biaryl ketones were conveniently synthesized in good to high yields via carbonylative coupling of aryliodides with phenylboronic acid and PhSi(OEt)3 as phenylating reagents in the presence of Mo(CO)6 as a carbon monoxide reagent. Both electron-rich and electron-poor aryl iodides gave diaryl ketones in excellent yields and the catalytic system can be reused up to eight times.