Synthesis of β-Ketonitriles via <i>N</i>-Heterocyclic-Carbene-Catalyzed Radical Coupling of Aldehydes and Azobis(isobutyronitrile)
Jiao‐Mei Wang, Teng Chen, Changsheng Yao, Kai Zhang
Abstract
-heterocyclic carbene)-catalyzed radical coupling reaction between aldehydes and azobis(isobutyronitrile) (AIBN) has been developed. This method provides an efficient and convenient approach for the synthesis of β-ketonitriles containing a quaternary carbon center (31 examples, up to >99% yield) utilizing commercially available substrates. This protocol features broad substrate scope, good functional group tolerance, and high efficiency under metal-free and mild reaction conditions.
Topics & Concepts
ChemistryCarbeneYield (engineering)CatalysisSubstrate (aquarium)Functional groupCombinatorial chemistryReaction conditionsQuaternary carbonCoupling reactionCarbon fibersCoupling (piping)Organic chemistryEnantioselective synthesisEngineeringMetallurgyGeologyMechanical engineeringPolymerOceanographyComposite numberComposite materialMaterials scienceN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods