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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

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Authors

Flavia Izzo

Martina Schäfer

Philip Lienau

Ursula Ganzer

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ROBERT STOCKMAN robert.stockman@nottingham.ac.uk
Professor of Organic Chemistry

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.

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

Journal Article Type Article
Acceptance Date May 4, 2018
Online Publication Date May 4, 2018
Publication Date Jul 2, 2018
Deposit Date Mar 13, 2019
Publicly Available Date Mar 29, 2024
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
DOI https://doi.org/10.1002/chem.201801557
Public URL https://nottingham-repository.worktribe.com/output/1636941
Publisher URL https://onlinelibrary.wiley.com/doi/full/10.1002/chem.201801557

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