ChemInform Abstract: 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:	Takatoshi Kawaji, H. Kikukawa, Tarozaemon Nishiwaki
Rok vydání:	2010
Předmět:	chemistry.chemical_compound Trifluoromethyl 2-butenenitrile Acetonitriles chemistry Diazomethane Yield (chemistry) Aryl 4-quinolones General Medicine Pyrazole Medicinal chemistry
Zdroj:	ChemInform. 26
ISSN:	0931-7597
DOI:	10.1002/chin.199547069
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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