Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts

The reactivity of our recently disclosed hypervalent iodine reagents (HIRs) bearing a benzylamine with in situ-generated sulfenate salts was investigated. Under the studied conditions sulfonamides have been obtained in up to 52% yield. This reaction has been extended to a variety of HIRs and sulfenate salts to explore the different reactivity of these new reagents. A plausible mechanism is proposed, suggesting a possible radical pathway.

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Publication Details

Journal
Beilstein Journal of Organic Chemistry
Published
2024-12-19
DOI
https://doi.org/10.3762/bjoc.20.272
Citations
2
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
0.50

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article

Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts

José Cunha, M. Manuel B. Marques, Clara S. B. Gomes, Catarina Caldeira et al.
2 citations
Beilstein Journal of Organic Chemistry
Oxidative Organic Chemistry Reactions
0.50
article

Reactivity of hypervalent iodine(III) reagents bearing a benzylamine with sulfenate salts

José Cunha, M. Manuel B. Marques, Clara S. B. Gomes, Catarina Caldeira, Beatriz Dedeiras
article en
2 citations

Abstract

The reactivity of our recently disclosed hypervalent iodine reagents (HIRs) bearing a benzylamine with in situ-generated sulfenate salts was investigated. Under the studied conditions sulfonamides have been obtained in up to 52% yield. This reaction has been extended to a variety of HIRs and sulfenate salts to explore the different reactivity of these new reagents. A plausible mechanism is proposed, suggesting a possible radical pathway.

Beilstein Journal of Organic ChemistryVol. 20
Universidade Nova de Lisboa (PT)
Ministério da Ciência, Tecnologia e Ensino Superior, Laboratório Associado para a Química Verde, Fundação para a Ciência e a Tecnologia, European Regional Development Fund
Clean water and sanitation
Openalex Percentile: Top 37%
Oxidative Organic Chemistry Reactions
0.50
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