Synthesis of Sulfonyl Fluorides Using 4-Cyanopyridone as a Leaving Group

The Journal of Organic Chemistry 2026

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Authors: Ryo Tsunokawa, Motonori Shimizu, Shoki Hoshikawa, Yukiko Karuo, Atsushi Tarui, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote
DOI: 10.1021/acs.joc.5c02499
Cited by: 1
References: 44

Abstract

Sulfonyl fluoride (SO 2 F) has gained attention since sulfur–fluoride exchange was introduced in 2014. Existing SO 2 F synthesis methods face challenges such as the use of toxic gases and the generation of hydrogen fluoride. Here, we report a method using 4-cyanopyridone as a leaving group. This reaction works smoothly with diverse substrates, including aromatic, aliphatic, and sterically hindered compounds, as well as esters, amides, and heteroatoms, to overcome the limitations of traditional methods.

Fields of Study & Subjects

Sulfur-Based Synthesis Techniques Fluorine in Organic Chemistry Chemical Synthesis and Analysis

Publication details

Journal / source
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Volume
91
Issue
2
Pages
1029–1035
Publication date
5 January 2026
Language
EN