MIXED ORGANOFLUORINE-ORGANOSILICON CHEMISTRY - 8 - ONE-POT SYNTHESIS OF 2,2-DIFLUORO-1,5 DIKETONES FROM ACYLSILANES, TRIFLUOROMETHYLTRIMETHYLSILANE AND ENONES, AND THEIR ANNULATION REACTION

Authors
LEFEBVRE O BRIGAUD T PORTELLA C
Citation
O. Lefebvre et al., MIXED ORGANOFLUORINE-ORGANOSILICON CHEMISTRY - 8 - ONE-POT SYNTHESIS OF 2,2-DIFLUORO-1,5 DIKETONES FROM ACYLSILANES, TRIFLUOROMETHYLTRIMETHYLSILANE AND ENONES, AND THEIR ANNULATION REACTION, Tetrahedron, 54(22), 1998, pp. 5939-5948
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
22
Year of publication
1998
Pages
5939 - 5948
Database
ISI
SICI code
0040-4020(1998)54:22<5939:MOC-8->2.0.ZU;2-P
Abstract
We describe the synthesis of 2,2-difluoro-1,5-diketones in a one-pot p rocedure from an acylsilane and trifluoromethyltrimethylsilane, via re action of difluoroenoxysilanes and enones under electrophilic activati on. These diketones are interesting building blocks for the synthesis of gem-difluoro enones or substituted fluorophenols, depending on the annulation conditions. The annulation proceeds with complete regiosele ctivity controlled by the fluorine substitution. (C) 1998 Elsevier Sci ence Ltd. All rights reserved.