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February 8, 2026Organic Letters2 citationsOpen Access

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

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AKAzusa KondohMTMasahiro Terada

Key Points

  • The aim is to develop a novel Brønsted base-catalyzed aminoxylation method for benzylic and allylic compounds.
  • Developed a new aminoxylation reaction.
  • Utilized Brønsted base catalysis to generate radicals.
  • Applied the method in various catalytic tandem reaction systems.
  • Successfully generated benzyl and allyl radicals via single electron transfer.
  • Demonstrated synthetic advantages in multiple reaction systems.

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.

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Cite This Study

Kondoh et al. (2026) studied this question.

synapsesocial.com/papers/6988270a0fc35cd7a8845e5dhttps://doi.org/10.1021/acs.orglett.6c00102
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