Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes

Author:

Opsenica Igor1ORCID,Ajdačić Vladimir1,Nikolić Andrea1,Kerner Michael2,Wipf Peter2

Affiliation:

1. Faculty of Chemistry, University of Belgrade

2. Department of Chemistry, University of Pittsburgh

Abstract

An improved method for the decarbonylation of aliphatic ­aldehydes by using a commercially available Pd/C catalyst is described. The reaction conditions are suitable for linear, cyclic, or sterically demanding substrates, as they afford the corresponding alkanes in yields of up to 99%. In addition, this Pd/C-catalyzed method exhibits good functional-group tolerance. A comparison of previously reported methods with the present one showed that the reaction conditions play a crucial role in the outcome of the reaction. The method can also be ­applied in a two-step reaction sequence for the synthesis of industrially important compounds.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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