Reductive N-Alkylation of Amines with Ketones Using Heterogeneous Polysilane–Palladium Catalysts under Continuous-Flow Conditions
Taisei Senzaki, Yuki Saito, Shu̅ Kobayashi
Abstract
This work reports a continuous-flow reductive N-alkylation of amines with ketones using molecular hydrogen. The reaction, performed with highly active polysilane-modified heterogeneous palladium catalysts, enables the efficient synthesis of diversely substituted amines under mild flow conditions. The developed catalyst exhibits sustained activity for 5 days (turnover number of >2400). Moreover, the utility of the method is demonstrated by the synthesis of a key intermediate of the active pharmaceutical ingredient teneligliptin.
Topics & Concepts
ChemistryCatalysisAlkylationPalladiumActive ingredientCombinatorial chemistryContinuous flowOrganic chemistryPolysilaneFlow chemistryPolymerPhysicsBioinformaticsMechanicsBiologyAsymmetric Hydrogenation and CatalysisInnovative Microfluidic and Catalytic Techniques InnovationChemical Synthesis and Analysis