Brønsted Base-Catalyzed Aminoxylation of Benzylic and Allylic Compounds with TEMPO

A Brønsted base-catalyzed aminoxylation of benzylic and allylic compounds was developed. The reaction differs mechanistically from the existing aminoxylation of simple hydrocarbons and involves the catalytic generation of benzyl and allyl radicals via single electron transfer between carbanions and TEMPO. Its synthetic benefits were demonstrated by employing it in various catalytic tandem reaction systems.

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Publication Details

Journal
Organic Letters
Published
2026-02-04
DOI
https://doi.org/10.1021/acs.orglett.6c00102
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Brønsted Base-Catalyzed Aminoxylation of Benzylic and Allylic Compounds with TEMPO

Azusa Kondoh, Masahiro Terada
Organic Letters
Catalytic C–H Functionalization Methods
article

Brønsted Base-Catalyzed Aminoxylation of Benzylic and Allylic Compounds with TEMPO

Azusa Kondoh, Masahiro Terada
article en

Abstract

A Brønsted base-catalyzed aminoxylation of benzylic and allylic compounds was developed. The reaction differs mechanistically from the existing aminoxylation of simple hydrocarbons and involves the catalytic generation of benzyl and allyl radicals via single electron transfer between carbanions and TEMPO. Its synthetic benefits were demonstrated by employing it in various catalytic tandem reaction systems.

Organic LettersVol. 28(7)
Tohoku University (JP)
Openalex Percentile: Top 66%
Catalytic C–H Functionalization Methods
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Brønsted Base-Catalyzed Aminoxylation of Benzylic and Allylic Compounds with TEMPO — Azusa Kondoh, Masahiro Terada · Organic Letters (2026) | TGRS Research Map | TGRS