| Trifluoromethylated (tetrahydropyrrolo) quinazolinones by a new three-component reaction and facile assignment of the regio- and stereoisomers formed by NMR spectroscopy. | |
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MedLine Citation:
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PMID: 20301203 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A new three-component cyclisation reactions of methyl 3,3,3-trifluoropyruvate, 2-aminobenzylamine and oxo compounds afforded tetrahydropyrroloquinazolinones of the types 4 and 5 as mixtures of regio- and stereoisomers. Whereas standard 1D NMR spectroscopy was used for a facile assignment of the cyclization regioisomers, a combination of homo (proton-proton) and heteronuclear (proton-fluorine) NOE experiments allowed the determination of the relative configuration on stereogenic centres. The structure of some compounds was also confirmed by the X-ray diffraction. Adaptation of the 1D double-pulsed field-gradient spin-echo NOE for a heteronuclear case is presented. |
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Authors:
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Bohumil Dolenský; Jaroslav Kvícala; Oldrich Paleta; Jan Lang; Hana Dvoráková; Jan Cejka |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Magnetic resonance in chemistry : MRC Volume: 48 ISSN: 1097-458X ISO Abbreviation: Magn Reson Chem Publication Date: 2010 May |
Date Detail:
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Created Date: 2010-04-14 Completed Date: 2010-07-12 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9882600 Medline TA: Magn Reson Chem Country: England |
Other Details:
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Languages: eng Pagination: 375-85 Citation Subset: IM |
Copyright Information:
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Copyright 2010 John Wiley & Sons, Ltd. |
Affiliation:
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Department of Analytical Chemistry, Faculty of Chemical Engineering, Prague Institute of Chemical Technology, Technická 5, 16628 Prague 6, Czech Republic. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Fluorine
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chemistry Magnetic Resonance Spectroscopy / methods* Quinazolinones / chemistry* Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Quinazolinones; 7782-41-4/Fluorine |
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