HETEROCYCLIZATIONS OF 2-ARYL-3-ARYLAMINO-4,4,4-TRIFLUORO-2-BUTENENITRILE HYDRATES TO 3-ARYL-2-TRIFLUOROMETHYL-4-QUINOLONES AND TO LE-3-SPIRO-2'-(3'-ARYL-3'-TRIFLUOROMETHYL)OXIRANES

Authors
NISHIWAKI T KIKUKAWA H KAWAJI T
Citation
T. Nishiwaki et al., HETEROCYCLIZATIONS OF 2-ARYL-3-ARYLAMINO-4,4,4-TRIFLUORO-2-BUTENENITRILE HYDRATES TO 3-ARYL-2-TRIFLUOROMETHYL-4-QUINOLONES AND TO LE-3-SPIRO-2'-(3'-ARYL-3'-TRIFLUOROMETHYL)OXIRANES, Journal of fluorine chemistry, 73(1), 1995, pp. 41-46
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Journal of fluorine chemistry → ACNP
ISSN journal
00221139
Volume
73
Issue
1
Year of publication
1995
Pages
41 - 46
Database
ISI
SICI code
0022-1139(1995)73:1<41:HO2>2.0.ZU;2-G
Abstract
-Aryl-3-arylamino-4,4,4-trifluoro-2-butenenitriles were obtained as hy drates from 3-oxo-2-aryl-4,4,4-trifluorobutyronitrile and anilines and their structure and heterocyclizations studied. Cyclization with poly phosphoric acid gave poor yields of 3-aryl-2-trifluoromethyl-4-quinolo nes, but they underwent an interesting cyclization with diazomethane t o give a 25%-40% yield of -pyrazole-3-spiro-2'-(3'-trifluoromethyl)oxi ranes. However, the related reaction with diazoethane yielded only ary l(arylhydrazono)acetonitriles and other fragmentation products.