Synthesis of <i>N</i>-Boc-α-amino Acids from Carbon Dioxide by Electrochemical Carboxylation of <i>N</i>-Boc-α-aminosulfones
Hisanori Senboku, Yoshihito Minemura, Yuto Suzuki, Hidetoshi Matsuno, Mayu Takakuwa
Abstract
Electrochemical reduction of N -Boc-α-aminosulfones in DMF using an undivided cell equipped with a Pt plate cathode and an Mg rod anode under atmospheric pressure of bubbling carbon dioxide through the solution under constant current conditions resulted in a reductive C–S bond cleavage with elimination of benzenesulfinate ion generating the corresponding anion species followed by fixation of carbon dioxide to give the corresponding N -Boc-α-amino acids in moderate to good yields.
Topics & Concepts
ChemistryCarboxylationElectrochemistryCarbon fixationCarbon dioxideAnodeCathodeIonInorganic chemistryAmino acidElectrochemical reduction of carbon dioxideOrganic chemistryElectrodeCarbon monoxideCatalysisPhysical chemistryBiochemistrySulfur-Based Synthesis TechniquesCarbon dioxide utilization in catalysisCO2 Reduction Techniques and Catalysts