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

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Bibliographic Details
Summary: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.
Main Authors:Dedeiras, Beatriz
Other Authors:Caldeira, Catarina S.; Cunha, José C.; Gomes, Clara S.B.; Marques, M. Manuel B.
Subject:electrophilic amination hypervalent iodine reagents sulfinamide sulfonamide Organic Chemistry
Year:2024
Country:Portugal
Document type:article
Access type:open access
Associated institution:Universidade Nova de Lisboa
Language:English
Origin:Repositório Institucional da UNL
Description
Summary: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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