1.
Org Lett
; 8(15): 3167-70, 2006 Jul 20.
Article
in English
| MEDLINE
| ID: mdl-16836357
ABSTRACT
[Structure: see text] 2,2-Difluorovinyl ketones bearing an aryl group undergo Friedel-Crafts-type cyclization via carbocations stabilized by alpha-fluorines on treatment with a trimethylsilylating agent [Me3SiOTf or Me3SiB(OTf)4]. The reaction affords 4-fluorinated 3-acyl-1,2-dihydronaphthalenes, which are successfully subjected to a substitution-cyclodehydration process or a Nazarov-type cyclization to construct fused polycyclic systems.