Dehydrogenative Imination of Low-Valent Sulfur Compounds – Fast and Scalable Synthesis of Sulfilimines, Sulfinamidines, and Sulfinimidate Esters
Siegfried Waldvogel reports on the scalable synthesis of sulfilimines, sulfinamidines, and sulfinimidate esters.
Sulfur-containing functional groups are of utmost importance in medicinal chemistry. This is due to their structural diversity as well as their frequent natural occurrence. The pharmaceutical landscape of trivalent sulfur species is dominated by sulfoxides, sulfinates, and sulfinamides. The use of other potential candidates in drug discovery, such as sulfilimines, sulfinimidate esters, and sulfinamidines, is an underexplored topic. This is mainly due to the lack of protocols for the preparation of these classes of compounds, which are often converted into their corresponding tetravalent siblings – such as sulfoximines – which are of high value for medicinal chemistry applications. The group of Siegfried Waldvogel at the Johannes Gutenberg University Mainz (Germany) has extensive expertise in electro-organic transformations which they used, together with the importance of specialized sulfur-based functional groups, to investigate new methods for preparing these valuable compounds.