Synthesis of Sulfonyl Fluorides from Sulfonamides

被引：57

作者：

Perez-Palau, Marina ^{[1
]}

Cornella, Josep ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, Kaiser Wilhelm Pl 1, Mulheim 45470, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 17期

关键词：

Fluorine; Late-stage modification; Pyrylium reagents; Sulfonamides; Sulfonyl fluorides; Synthetic methods; IRREVERSIBLE ENZYME-INHIBITORS; XANTHINE-OXIDASE; CONVENIENT; PROBES; SUFEX;

D O I：

10.1002/ejoc.202000022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and practical synthesis of sulfonyl fluorides from sulfonamides is reported. The method capitalizes on the formation of the sulfonyl chloride by virtue of the reaction of Pyry-BF4 and MgCl2, and subsequent in situ conversion to the more robust and stable sulfonyl fluoride by the presence of KF. The mild conditions and high chemoselectivity of the protocol enable the late-stage formation of sulfonyl fluorides from densely functionalized molecules.

引用

页码：2497 / 2500

页数：4

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