Sodium dithionite initiated reactions of Halothane (R) with enol ethers - Facile synthesis of 3-trifluoromethyl substituted vinyl carbonyl compounds

Authors
Plenkiewicz, H Dmowski, W Lipinski, M
Citation
H. Plenkiewicz et al., Sodium dithionite initiated reactions of Halothane (R) with enol ethers - Facile synthesis of 3-trifluoromethyl substituted vinyl carbonyl compounds, J FLUORINE, 111(2), 2001, pp. 227-232
Citations number
35
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF FLUORINE CHEMISTRY
ISSN journal
00221139 → ACNP
Volume
111
Issue
2
Year of publication
2001
Pages
227 - 232
Database
ISI
SICI code
0022-1139(20011028)111:2<227:SDIROH>2.0.ZU;2-Y
Abstract
A convenient and simple method has been found for the preparation of 5,5,5- trifluoro-3-penten-2-one (3) and 4,4,4-trifluorocrotonaldehyde (9) by a sod ium dithionite initiated addition of 1-bromo-1-chloro-2,2,2-trifluoroethane to 2-methoxypropene and ethyl vinyl ether, respectively. Reduction of 3 wi th aluminium isopropoxide afforded allyl alcohol, 5,5,5-trifluoro-3-penten- 2-ol (5) and oxidation of 9 gave 4,4,4-trifluorocrotonic acid (11). (C) 200 1 Elsevier Science B.V. All rights reserved.