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Updated: Jan 13, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Synthesis of Sulfonyl Fluorides Using 4-Cyanopyridone as a Leaving Group
Ryo Tsunokawa1, Motonori Shimizu1, Shoki Hoshikawa1
1Faculty of Pharmaceutical Sciences, Setsunan University, 45-1 Nagaotogecho, Hirakata, Osaka 573-0101, Japan.
None:
Sulfonyl fluoride (SO2F) has gained attention since sulfur-fluoride exchange was introduced in 2014. Existing SO2F 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.
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In general, in a nucleophilic substitution reaction, a nucleophile displaces a functional group, called the leaving group, from the substrate to give a substituted product. A leaving group departs the substrate molecule through heterolytic cleavage, taking the pair of electrons with it to become a relatively stable weak base in the form of an anion or a neutral molecule.
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