ACYLATION OF F-ALKYL FLUOROMETHYL KETONES - SYNTHESIS OF FLUORINATED ENOLS ESTERS

Authors
HEDHLI A BAKLOUTI A SZONYI S CAMBON A
Citation
A. Hedhli et al., ACYLATION OF F-ALKYL FLUOROMETHYL KETONES - SYNTHESIS OF FLUORINATED ENOLS ESTERS, Bulletin de la Societe chimique de France, 130(5), 1993, pp. 664-667
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology,Chemistry
Journal title
Bulletin de la Societe chimique de France → ACNP
ISSN journal
00378968
Volume
130
Issue
5
Year of publication
1993
Pages
664 - 667
Database
ISI
SICI code
0037-8968(1993)130:5<664:AOFFK->2.0.ZU;2-1
Abstract
The acylation of F-alkyl fluoromethyl ketones iii basic media leads to the corresponding O-acylated enols only. The best yields are obtained when pyridine is used as a basic agent. This result is probably due t o the stabilization of the enolic form and the enolate ion (the attrac tive effect of the perfluoroalkyl chain), and the destabilization of t he monofluoriiiated mesomeric carbanion (the repulsive interaction bet ween the electronic doublets of the fluorine atom and the carbanion).