Palladium catalyzed heck arylation of 2,3-Dihydrofuran-effect of the palladium precursor

Abstract

Heck arylation of 2,3-dihydrofuran with iodobenzene was carried out in systems consisting of different palladium precursors (Pd2(dba) 3, Pd(acac)2, PdCl2(cod), [PdCl(allyl)] 2, PdCl2(PhCN)2, PdCl2(PPh 3)2) and ionic liquids (CILs) with L-prolinate or L-lactate anions. All the tested CILs caused remarkable increases of the conversion values and in all of the reactions 2-phenyl-2,3-dihydrofuran (3) was obtained as the main product with a yield of up to 59.2%. The highest conversions of iodobenzene were achieved for the [PdCl(allyl)]2 precursor. Formation of Pd(0) nanoparticles, representing the resting state of the catalyst, was evidenced by TEM. © 2014 by the authors.