Litcius/Paper detail

Phosphine-Free Aminocarbonylation Using Pd/DBU Catalyst: Carbonylative Coupling of Aryl Iodides and Amines

Baptiste Picard, Takahide Fukuyama, Ilhyong Ryu

2022The Journal of Organic Chemistry13 citationsDOI

Abstract

An improved carbonylation method allowing amide bond formation between aryl iodides and aromatic amines is presented. In contrast to usual methods based on Pd catalysis, this method does not require a phosphine ligand. The catalyst system simply employs bis(dibenzylideneacetone)palladium (0.5 mol %) and DBU (10 mol %). The method was applied to the synthesis of various aromatic amides from aryl iodides and amines, and was scaled to gram order synthesis under as low as 1 atm of carbon monoxide.

Topics & Concepts

ChemistryPhosphineCarbonylationArylCatalysisPalladiumCarbon monoxideAmideLigand (biochemistry)Organic chemistryCombinatorial chemistryMedicinal chemistryAlkylReceptorBiochemistryChemical Synthesis and AnalysisAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions