Etude du comportement de benzoxazinones, substituées en position 2 par des groupements (per)halogénés, vis-á-vis de l'aniline
| Autor: | B. Sillion, A. Rousseau, L. Ranjalahy Rasoloarijao, J. Garapon, Bernard Boutevin |
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| Rok vydání: | 1992 |
| Předmět: |
chemistry.chemical_classification
Bicyclic molecule Benzoxazinones Stereochemistry medicine.drug_class Organic Chemistry Triphenyl phosphite Carboxamide Condensation reaction Biochemistry Medicinal chemistry Inorganic Chemistry chemistry.chemical_compound Aniline chemistry Nucleophile medicine Environmental Chemistry Physical and Theoretical Chemistry Lactone |
| Zdroj: | Journal of Fluorine Chemistry. 58:29-41 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/s0022-1139(00)82790-6 |
| Popis: | This study describes firstly the synthesis of benzoxazinones substituted in position 2 by halogenated groups such as −(CH 2 ) n −R F,Cl where n =0, 1 and 2 and R F,Cl is a perhalogenated group, and secondly the reaction of these new benzoxazinones with aniline in different media. Thus it is shown that the behaviour of trifluoromethyl-2-benzoxazinone towards aniline is different, in most cases, in comparison with benzoxazinones substituted by perfluorinated groups C n F 2 n +1 with n =2, 3 and 7. Under certain conditions (hot ethanol and aniline with triphenyl phosphite), it is observed that nucleophilic attack of aniline only occurs on the carbonyl group when benzoxazinones are substituted by an electron-withdrawing group such as C 2 F 5 , C 3 F 7 and C 7 F 15 . |
| Databáze: | OpenAIRE |
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