Electroreductive α-Aminoalkylation of Sulfonylazoles with Amines and Aldehydes

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.

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Publication Details

Journal
Organic Letters
Published
2025-10-22
DOI
https://doi.org/10.1021/acs.orglett.5c03969
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00
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article

Electroreductive α-Aminoalkylation of Sulfonylazoles with Amines and Aldehydes

Kyohei Yonekura, Eiji Shirakawa, Hibiki Kanda, Kotaro Sekinishi
Organic Letters
Sulfur-Based Synthesis Techniques
article

Electroreductive α-Aminoalkylation of Sulfonylazoles with Amines and Aldehydes

Kyohei Yonekura, Eiji Shirakawa, Hibiki Kanda, Kotaro Sekinishi
article en

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.

Organic LettersVol. 27(43)
Kwansei Gakuin University (JP)
Openalex Percentile: Top 77%
Sulfur-Based Synthesis Techniques
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