Access to Secondary Amines through Hydrogen Autotransfer Reaction Mediated by KO<sup>t</sup>Bu
P Hima, Michele Tomasini, Vageesh M, Albert Poater, Raju Dey
Abstract
Abstract We report herein an N ‐alkylation reaction of amines with alcohols through a hydrogen autotransfer reaction. Unlike other catalytic systems containing transition metals or additives, potassium tertiary butoxide was found to be a unique and effective catalyst for synthesizing secondary amines. The role of the K + ion and the reaction intermediates were studied under control experiments and by theoretical calculations. The reaction was found to be general and tolerates a series of functional groups, providing a convenient method to synthesize N ‐alkylated compounds.
Topics & Concepts
ChemistryCatalysisAlkylationHydrogenPotassiumMedicinal chemistryOrganic chemistryTransition metalCombinatorial chemistryAsymmetric Hydrogenation and CatalysisHydrogen Storage and MaterialsAmmonia Synthesis and Nitrogen Reduction