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https://elib.bsu.by/handle/123456789/258379| Title: | Fused Systems Based on 2-Aminopyrimidines: Synthesis Combining Deprotolithiation-in situ Zincation with N-Arylation Reactions and Biological Properties |
| Authors: | Hedidi, M. Maillard, J. Erb, W. Lassagne, F. Halauko, Y.S. Ivashkevich, O.A. Matulis, V.E. Roisnel, T. Dorcet, V. Hamzé, M. Fajloun, Z. Baratte, B. Ruchaud, S. Bach, S. Bentabed-Ababsa, G. Mongin, F. |
| Keywords: | ЭБ БГУ::ЕСТЕСТВЕННЫЕ И ТОЧНЫЕ НАУКИ::Химия |
| Issue Date: | 2017 |
| Publisher: | Wiley-VCH Verlag |
| Citation: | Eur J Org Chem 2017;2017(39):5903-5915. |
| Abstract: | Various aromatic ketones were first functionalized next to the carbonyl function by deprotolithiation in the presence of a zinc salt followed by iodolysis. The outcome of the reactions was analyzed, and in particular their regioselectivity in the light of the calculated pKa values. Various halogenated ketones were next involved in copper-catalyzed twofold C–N bond formation to obtain fused systems based on 2-aminopyrimidines. Besides a potential antibacterial effect, 2-aminobenzothiopyrano[4,3,2-de]quinazoline was shown to inhibit PIM1 (IC50: 0.61 µm) and CDK2/cyclin A (IC50: 2.0 µm) kinases. |
| URI: | https://elib.bsu.by/handle/123456789/258379 |
| DOI: | 10.1002/ejoc.201701004 |
| Scopus: | 85032212335 |
| Sponsorship: | We thank the Ministère de l'Enseignement supérieur et de la Recherche scientifique Algérien (M. H.), the Centre National de la Recherche Scientifique (CNRS), the Institut Universitaire de France and Rennes Métropole. (F. M). We also thank the Cancéropôle Grand-Ouest (axis: Marine natural products in cancer treatment), GIS IBiSA (Infrastructures en Biologie Santé et Agronomie, France) and Biogenouest (Western France life science and environment core facility network) for supporting KISSf screening facility (Roscoff, France). We acknowledge Fonds Européen de Développement Régional (FEDER) funds (D8 VENTURE Bruker AXS diffractometer) and Thermofisher (generous gift of 2,2,6,6-tetramethylpiperidine). This research has been performed as part of the CNRS project international de cooperation scientifique (PICS) project “Bimetallic synergy for the func-tionalization of heteroaromatics”. |
| Appears in Collections: | Статьи химического факультета |
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| File | Description | Size | Format | |
|---|---|---|---|---|
| Mongin et al. - Fused systems based on 2-aminopyrimidines synthes.pdf | 1,04 MB | Adobe PDF | View/Open |
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