Intramolecular Friedel-Crafts reactions of conjugated gem-difluorodienes by using .ALPHA.-cation-stabilizing effect of fluorine.

Accession number;99A0711828
Title;Intramolecular Friedel-Crafts reactions of conjugated gem-difluorodienes by using .ALPHA.-cation-stabilizing effect of fluorine.
Author; ICHIKAWA JUNJI (Kyushu Inst. of Technol., Grad. Sch.) FUJIWARA MASAKI (Kyushu Inst. of Technol., Grad. Sch.) OKAUCHI TATSUO (Kyushu Inst. of Technol., Grad. Sch.) MINAMI TOORU (Kyushu Inst. of Technol., Grad. Sch.)
Journal Title;Fusso Kagaku Toronkai Koen Yoshishu
Journal Code:F0135B
ISSN:
VOL.22nd;NO.;PAGE.34-34(1998)
Figure&Table&Reference;
Pub. Country;Japan
Language;Japanese
Abstract;Treatment of conjugated gem-difluorodienes bearing an aryl group with sulfonic acid promotes intermolecular Friedel-Crafts cyclizations via .ALPHA.-fluorocarbocations to afford bicyclic enones or naphthol derivatives. The tandem sequence of the Friedel-Crafts cyclizations successfully affords fused tetracyclic compounds in one-pot operation. Furthermore, the tetracyclic product can be converted into [4]helicene system via dehydrogenation. (author abst.)
FULLTEXT