Alkoxy- and amidocarbonylation of functionalised aryl and heteroaryl halides catalysed by a Bedford palladacycle and dppf: a comparison with the primary Pd(II) precursors (PhCN)(2)PdCl2 and Pd(OAc)(2)

作者：Fairlamb Ian J S^*; Grant Stephanie; McCormack Peter; Whittall John

来源：Dalton Transactions, 2007, (8): 859-865.

DOI：10.1039/b615874a

The versatility of a Bedford-type palladacycle 1, namely [{Pd(mu-Cl){kappa(2)-P,C-P(OC6H2-2,4-Bu-t(2))-(OC6H3-2,4-tBu(2))(2)}}(2)], as a primary Pd source, in combination with the ligand bis-1, 1'-(diphenylphosphino)ferrocene (dppf) has been established in carbonylation reactions of aryl and heteroaryl bromides with methanol, piperidine and related nucleophiles. Palladacycle 1 has been compared with other primary Pd sources, e.g. (PhCN)(2)PdCl2 and Pd(OAc)(2). The efficacy of the carbonylation processes appear to be linked to the [Pd] concentration, substrate : catalyst ratio, CO pressure and reaction temperature. In amidocarbonylation, double carbonylation is observed for certain organohalides. In the case of 2,5-dibromopyridine, regioselective amination (Hartwig-Buchwald type) also occurs as a side-reaction.

• 出版日期2007-2-28