Nucleophilic addition of sulfoxonium ylides to hypervalent iodine diazo compounds as N-terminal electrophiles: direct access to novel functionalized hydrazones

Abstract

A catalyst and additive-free nucleophilic addition of sulfoxonium ylides to hypervalent iodine diazo reagents as N-terminal electrophiles has been developed. The reaction not only leads to a facile access to highly functionalized hydrazones but also significantly advances the understanding of hitherto unexplored terminal N-electrophilicity in HIDCs. The operational simplicity, wide substrate scope, high product yields and mild conditions are notable features of the methodology.

Graphical abstract: Nucleophilic addition of sulfoxonium ylides to hypervalent iodine diazo compounds as N-terminal electrophiles: direct access to novel functionalized hydrazones

Supplementary files

Article information

Article type
Research Article
Submitted
13 Jun 2025
Accepted
29 Aug 2025
First published
15 Sep 2025

Org. Chem. Front., 2025, Advance Article

Nucleophilic addition of sulfoxonium ylides to hypervalent iodine diazo compounds as N-terminal electrophiles: direct access to novel functionalized hydrazones

V. Anand, R. Kant and N. Rastogi, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QO00885A

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