Heterocyclizations of 2-aryl-3-arylamino-4,4,4-trifluoro-2-butenenitrile hydrates to 3-aryl-2-trifluoromethyl-4-quinolones and to 4-N-methylamino-3H-pyrazole-3-spiro-2′-(3′-aryl-3′-trifluoromethyl)oxiranes
| Autor: | Tarozaemon Nishiwaki, Takatoshi Kawaji, H. Kikukawa |
|---|---|
| Rok vydání: | 1995 |
| Předmět: |
Trifluoromethyl
Acetonitriles Diazomethane Aryl Organic Chemistry Infrared spectroscopy Nuclear magnetic resonance spectroscopy Pyrazole Biochemistry Inorganic Chemistry chemistry.chemical_compound chemistry Yield (chemistry) Environmental Chemistry Organic chemistry Physical and Theoretical Chemistry |
| Zdroj: | Journal of Fluorine Chemistry. 73:41-46 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/0022-1139(94)03201-a |
| Popis: | 2-Aryl-3-arylamino-4,4,4-trifluoro-2-butenenitriles were obtained as hydrates from 3-oxo-2-aryl-4,4,4-trifluorobutyronitriles and anilines and their structure and heterocyclizations studied. Cyclization with polyphosphoric acid gave poor yields of 3-aryl-2-trifluoromethyl-4-quinolones, but they underwent an interesting cyclization with diazomethane to give a 25%–40% yield of 4- N -methylamino-3 H -pyrazole-3-spiro-2′-(3′-aryl-3′-trifluoromethyl)oxiranes. However, the related reaction with diazoethane yielded only aryl(arylhydrazono)acetonitriles and other fragmentation products. |
| Databáze: | OpenAIRE |
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