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Updated: Jun 12, 2025

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Synthesis of Hydrazonyl Sultones via Phosphine-Mediated Cyclodehydration of Vicinal Sulfo-acyl Hydrazides
Balasaheb R Borade1, Ming Fang1, Qing Lin1
1Department of Chemistry, State University of New York at Buffalo, Buffalo, New York 14260-3000, United States.
Abstract:
We report a phosphine-mediated cyclodehydration procedure for the facile synthesis of N-aryl/alkyl-substituted hydrazonyl sultones, a class of bioorthogonal reagents, from the readily prepared vicinal sulfo-acyl hydrazides in moderate to good yields. The aqueous stability and bioorthogonal reactivity of these hydrazonyl sultones toward bicyclo[6.1.0]non-4-yn-9-ylmethanol were investigated, revealing key structural requirements for hydrazonyl sultones to possess balanced stability and reactivity.
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