Integrated Flow Synthesis of α-Amino Acids by <i>In Situ</i> Generation of Aldimines and Subsequent Electrochemical Carboxylation
Yuki Naito, Yuto Nakamura, Naoki Shida, Hisanori Senboku, Kenta Tanaka, Mahito Atobe
Abstract
The synthesis of α-amino acids was carried out in a continuous flow system. In this system, aldimines were efficiently generated in situ via the dehydration–condensation of aldehydes with anilines in a desiccant bed column filled with 4 Å molecular sieves desiccant, followed by reaction with CO2 in an electrochemical flow microreactor to afford the α-amino acids in high to moderate yields. The present system can provide α-amino acids without using stoichiometric amounts of metal reagents or highly toxic cyanide reagents.
Topics & Concepts
AldimineReagentChemistryAmino acidElectrochemistryMicroreactorCarboxylationCyanideOrganic chemistryIn situMethacroleinCombinatorial chemistryCatalysisElectrodeMonomerPolymerMethacrylic acidBiochemistryPhysical chemistryInnovative Microfluidic and Catalytic Techniques InnovationChemical Synthesis and AnalysisIonic liquids properties and applications