Palladium-catalyzed cross-coupling of bromobenzenes, containing an acetyl or a formyl group, with organozinc reagents

Article abstract of DOI:10.1016/0022-328X(89)85179-4

The reaction of organozinc halides RZnX (R=Bu, Ph; X=Cl, Br) with m- and p-bromoacetophenones in the presence of PdCl2(PPh3)2 in THF/HMPA (THF=tetrahydrofuran; HMPA=N,N,N',N',N'',N''-hexamethylphosphoric triamide) takes place chemoselectively to give the corresponding m- and p-R-substituted acetophenones in high yields.Similarly reaction of RZnX with p-bromobenzaldehyde also proceeds chemoselectively to give the p-R-substituted benzaldehyde in good yields.