title: Nickel-catalyzed dehydrogenative cross-coupling: direct transformation of aldehydes into esters and amides.
abstract: By exploring a new mode of nickel-catalyzed cross-coupling, a method to directly transform both aromatic and aliphatic aldehydes into either esters or amides has been developed. The success of this oxidative coupling depends on the appropriate choice of catalyst and organic oxidant, including the use of either α,α,α-trifluoroacetophenone or excess aldehyde. Mechanistic data that supports a catalytic cycle involving oxidative addition into the aldehyde C-H bond is also presented.
authors.affiliation: Department of Chemistry, University of California, Irvine, CA 92697-2025 (USA).
authors.forename: Aaron M
authors.initials: AM
authors.lastname: Whittaker
authors.forename: Vy M
authors.initials: VM
authors.lastname: Dong
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D004952:Esters; D006859:Hydrogen / Q000737:chemistry; D009532:Nickel / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000577:Amides; D004952:Esters; D002244:Carbon; D009532:Nickel; D006859:Hydrogen
keywords: amides; cross-coupling; dehydrogenation; esters; nickel