Electroreductive Access to 1,2-Aminoalcohols via Cross Aza-Pinacol Coupling of N-Acyl Diarylketimines and Aldehydes

Dongmin Kwak, Sehwa Jung, Hyeonbin Ha, Taedong Han, Do Hyun Ryu, Hyunwoo Kim, Jaesung Kwak

Research output: Contribution to journalArticlepeer-review

Abstract

We present highly efficient and operationally simple synthetic methods for 1,2-aminoalcohols via electroreductive cross aza-pinacol coupling between N-acyl diarylketimines and aldehydes. Preliminary mechanistic studies including cyclic voltammetry and density functional theory (DFT) calculations suggest that the reaction is instigated by selective electrochemical single electron transfer (SET) of N-acylketimines. The developed electrochemical protocol is compatible to biorelevant functional groups, enabling late-stage functionalization of pharmacophores.

Original languageEnglish
JournalOrganic Letters
DOIs
StateAccepted/In press - 2023

Bibliographical note

Publisher Copyright:
© 2023 American Chemical Society

Fingerprint

Dive into the research topics of 'Electroreductive Access to 1,2-Aminoalcohols via Cross Aza-Pinacol Coupling of N-Acyl Diarylketimines and Aldehydes'. Together they form a unique fingerprint.

Cite this