REACTION OF ARYLETHANALS WITH BORON TRIBROMIDE

Citation
R. Dupont et P. Cotelle, REACTION OF ARYLETHANALS WITH BORON TRIBROMIDE, Tetrahedron letters, 39(46), 1998, pp. 8457-8460
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
46
Year of publication
1998
Pages
8457 - 8460
Database
ISI
SICI code
0040-4039(1998)39:46<8457:ROAWBT>2.0.ZU;2-J
Abstract
Treatment of arylethanals 1 with boron tribromide give 2-phenylnaphtha lenes 2 or ,9,10-tetrahydro-1,9-epoxydibenzo[a,e]cyclooctenes 3 by a t andem aldol condensation-intramolecular Friedel;Crafts cyclization or a condensation at the O-position followed by a double Friedel-C:rafts alkylation respectively. In all cases, a total demethylation of the me thoxy groups occurs. (C) 1998 Elsevier Science Ltd. All rights reserve d.