Integrated Flow Synthesis of α-Amino Acids byIn SituGeneration of Aldimines and Subsequent Electrochemical Carboxylation

Yuki Naito, Yuto Nakamura, Naoki Shida, Hisanori Senboku, Kenta Tanaka, Mahito Atobe

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

The synthesis of α-amino acids was carried out in a continuous flow system. In this system, aldimines were efficiently generatedin situvia the dehydration-condensation of aldehydes with anilines in a desiccant bed column filled with 4 Å molecular sieves desiccant, followed by reaction with CO2in 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.

Original languageEnglish
Pages (from-to)15953-15960
Number of pages8
JournalJournal of Organic Chemistry
Volume86
Issue number22
DOIs
Publication statusPublished - Nov 19 2021
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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