Electroreductive α-Aminoalkylation of Sulfonylazoles with Amines and Aldehydes

Kyohei Yonekura; Kotaro Sekinishi; Hiroaki Kanda; Eiji Shirakawa

doi:10.1021/acs.orglett.5c03969

Electroreductive α-Aminoalkylation of Sulfonylazoles with Amines and Aldehydes

Org Lett. 2025 Oct 31;27(43):12154-12159. doi: 10.1021/acs.orglett.5c03969. Epub 2025 Oct 22.

Authors

Kyohei Yonekura¹, Kotaro Sekinishi¹, Hiroaki Kanda¹, Eiji Shirakawa¹

Affiliation

¹ Department of Applied Chemistry for Environment, School of Biological and Environmental Sciences, Kwansei Gakuin University, Sanda, Hyogo 669-1330, Japan.

PMID: 41125541
DOI: 10.1021/acs.orglett.5c03969

Abstract

Here we present the α-aminoalkylation of (methanesulfonyl)azoles with amines and aldehydes under electroreductive conditions to obtain α-arylalkylamines through the radical-radical coupling of α-aminoalkyl radicals, generated by reduction of iminium salts by a cathode, with dihydroazolyl radicals generated by concerted proton-electron transfer (CPET) reduction of sulfonylazoles.