Synthesis of Sulfonylisoureas via Sulfo-Click Reactions
Synthesis of Sulfonylisoureas via Sulfo-Click Reactions: M. Ottenbruch, F. Mohr, S. F. Kirsch
Synthesis 2019, DOI: 10.1055/s-0039-1691505
Sulfonylisoureas are heteroatom-rich organic molecules often endowed with valuable biological activity, besides being highly useful starting materials for synthesizing guanidines and isoureas. However, the organic synthesis toolbox for preparing sulfonylisoureas is surprisingly limited, especially when it comes to a general entry into the sulfonylisourea structural framework. Now, the group of Professor Stefan S. Kirsch from the Bergische Universität Wuppertal (Germany) has developed a general and versatile ‘sulfo-click’ reaction for accessing the title compounds.
Professor Kirsch said: “Sulfonylisoureas look simple but are surprisingly challenging. We now have a truly straightforward tool for their creation: mixing thiocarbamates and sulfonyl azides in water with no additional reagents.”