Synthesis of N-Boc-α-amino Acids from Carbon Dioxide by Electrochemical Carboxylation of N-Boc-α-aminosulfones

• DOI: 10.1021/acs.joc.1c01516
• Publication Date: 2021-09-22T17:53:05Z
• Authors: Hisanori Senboku; Yoshihito Minemura; Yuto Suzuki; Hidetoshi Matsuno; Mayu Takakuwa
• Keywords: 01 natural sciences; 0104 chemical sciences

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.