Deaminative Fluorination of Sulfonamides via Aminocyclopropenium Activation

Organic Letters 2026 Open access

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Authors: Sabrina N. Carneiro, Julia Viana Bento, Paul M. Zimmerman, Melanie Sarah Sanford
DOI: 10.1021/acs.orglett.6c00853
Cited by: 1
References: 40

Abstract

This report discloses a deaminative fluorination of secondary sulfonamides promoted by diaminocyclopropenium activation. The reaction proceeds through isolable sulfonamide-cyclopropenium adducts that undergo selective substitution at sulfur upon treatment with fluoride. This method provides access to sulfonyl fluorides from abundant sulfonamides, enabling the functionalization of bioactive molecules as well as the mild cleavage of sulfonamide protecting groups.

Fields of Study & Subjects

Fluorine in Organic Chemistry Click Chemistry and Applications Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
15
Pages
4801–4805
Publication date
2 April 2026
Language
EN