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Exploration of novel chemical space: synthesis and in vitro evaluation of N-functionalized tertiary sulfonimidamides

Izzo, Flavia; Schäfer, Martina; Lienau, Philip; Ganzer, Ursula; Stockman, Robert; Lücking, Ulrich

Authors

Flavia Izzo

Martina Schäfer

Philip Lienau

Ursula Ganzer

Ulrich Lücking



Abstract

An unprecedented set of structurally diverse sulfonimidamides (47 compounds) has been prepared by various N‐functionalization reactions of tertiary =NH sulfonimidamide 2 aa. These N‐functionalization reactions of model compound 2 aa include arylation, alkylation, trifluoromethylation, cyanation, sulfonylation, alkoxycarbonylation (carbamate formation) and aminocarbonylation (urea formation). Small molecule X‐ray analyses of selected N‐functionalized products are reported. To gain further insight into the properties of sulfonimidamides relevant to medicinal chemistry, a variety of structurally diverse reaction products were tested in selected in vitro assays. The described N‐functionalization reactions provide a short and efficient approach to structurally diverse sulfonimidamides which have been the subject of recent, growing interest in the life sciences.

Journal Article Type Article
Publication Date Jul 2, 2018
Journal Chemistry - A European Journal
Print ISSN 0947-6539
Electronic ISSN 1521-3765
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 24
Issue 37
Pages 9295-9304
APA6 Citation Izzo, F., Schäfer, M., Lienau, P., Ganzer, U., Stockman, R., & Lücking, U. (2018). Exploration of novel chemical space: synthesis and in vitro evaluation of N-functionalized tertiary sulfonimidamides. Chemistry - A European Journal, 24(37), 9295-9304. https://doi.org/10.1002/chem.201801557
DOI https://doi.org/10.1002/chem.201801557
Publisher URL https://onlinelibrary.wiley.com/doi/full/10.1002/chem.201801557

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