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Palladium-Catalyzed Synthesis of Aldehydes from Aryl Iodides and Formic acid with Propylphosphonic Anhydride as the Activator

An interesting palladium-catalyzed carbonylative procedure for the synthesis of aromatic aldehydes from aryl iodides has been developed. By using propylphosphonic anhydride as the activator for formic acid, moderate to good yields of the corresponding aldehydes were produced with formic acid as the carbonyl and hydrogen donors. Interestingly, neither additional phosphine ligand...

Copper/iron co-catalyzed alkoxycarbonylation of unactivated alkyl bromides

Carbonylative transformations of alkyl bromides have been explored less than those of aryl halides, in part because of the high barrier to activation of aryl bromides. Additionally, alkyl-metal reagents formed in situ can tend to undergo β-hydride elimination. Here we describe a copper/iron co-catalyzed alkoxycarbonylation of unactivated alkyl bromides. In the presence of...

Nickel-catalysed carbonylative homologation of aryl iodides

Homologation is an important organic transformation which extends the carbon chain of a parent molecule, and many procedures have been established. However, although carbonylation reactions are now well developed as valuable methods for the synthesis of carbonyl-containing compounds, studies of carbonylative homologation are limited. Here we report a nickel-catalysed...

Direct synthesis of benzylic amines by palladium-catalyzed carbonylative aminohomologation of aryl halides

Benzylic amines are valuable compounds with important applications in areas including pharmaceuticals and agrochemicals. The known procedures for their synthesis are limited by difficulties in functionalizing the parent aminomethyl groups. On the other hand, carbonylation reactions offer a potent method to introduce carbonyl groups and homologate carbon chains. However...