Ir-Catalyzed Chemoselective Reductive Condensation Reactions of Tertiary Amides with Active Methylene Compounds
Dong‐Ping Wu, Wei Ou, Pei‐Qiang Huang
Abstract
The catalytic reductive condensation reactions of tertiary amides with active methylene compounds leading to multifunctionalized non-N-containing products is described. The reactions proceed through sequential iridium-catalyzed hydrosilylation of the amides followed by acid-mediated condensation with the active methylene compounds. This scalable method is broad in scope and shows remarkable chemoselectivity for the amide group in the presence of several sensitive or even more reactive functionalities such as ester, cyano, nitro, silyl dienol ether, and ketone.
Topics & Concepts
ChemistryMethyleneCatalysisChemoselectivityAmideHydrosilylationKetoneOrganic chemistryNitroSilylationEtherCondensation reactionCombinatorial chemistryMedicinal chemistryAlkylAdvanced Synthetic Organic ChemistryAsymmetric Hydrogenation and CatalysisSynthetic Organic Chemistry Methods