Organic Letters · 2018 · 35 citations · 48 references
Natural SciencesChemistryCatalysisOrganic ChemistryReaction EngineeringCatalyst DesignCatalyst PreparationCatalyst SynthesisCross-coupling ReactionsOrganic SynthesisCross-coupling CatalysisDeuterium ChemistryIntramolecular CatalysisMetathesis CatalysisMetathesis ReactionsOlefin MetathesisPalladium CatalystsTurnover Number
An efficient palladium-catalyzed hydrocarbonylative C–N coupling of alkenes with amides has been developed. The reaction was performed via hydrocarbonylation of alkenes, followed by acyl metathesis with amides. Both intermolecular and intramolecular reactions proceed smoothly to give either branched or linear amides in high turnover number (3500) with NH4Cl or NMP·HCl as a proton source under the palladium catalysis. This reaction offers a catalytic convenient approach to deuterated amides when inexpensive NMP·DCl served as a deuterium source.
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Amide bond formation and peptide coupling
Christian Montalbetti, Virginie M. Falque · Tetrahedron · 2005 · 1.7K citations
Conversion of amides to esters by the nickel-catalysed activation of amide C–N bonds
Liana Hie, Noah F. Fine Nathel, Tejas K. Shah et al. · Nature · 2015 · 559 citations · Full text