Increasing Complexity: A Practical Synthetic Approach to Three-Dimensional,Cyclic Sulfoximines and First Insights into Their in Vitro Properties |
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Authors: | Emilie Boulard Vivien Zibulski Luisa Oertel Dr Philip Lienau Dr Martina Schäfer Dr Ursula Ganzer Dr Ulrich Lücking |
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Institution: | 1. Bâtiment Hubert Curien 43, CPE Lyon-Campus LyonTech/la Doua, boulevard du 11 Novembre 1918, 69616 Villeurbanne Cedex, France;2. Pharmaceuticals Division, Drug Discovery Department, Bayer AG, Müllerstrasse 178, 13353 Berlin, Germany |
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Abstract: | A short synthetic approach with broad scope to access five- to seven-membered cyclic sulfoximines in only two to three steps from readily available thiophenols is reported. Thus, simple building blocks were converted to complex molecular structures by a sequence of S-alkylation and one-pot sulfoximine formation, followed by intramolecular cyclization. Seventeen structurally diverse cyclic sulfoximines were prepared in high overall yields. In vitro evaluation of these underrepresented, three-dimensional, cyclic sulfoximines with respect to properties relevant to medicinal chemistry did not reveal any intrinsic flaw for application in drug discovery. |
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Keywords: | cyclization drug discovery medicinal chemistry sulfoximines synthetic methods |
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