Reaction of arylethanals with boron tribromide

被引:14
|
作者
Dupont, R [1 ]
Cotelle, P [1 ]
机构
[1] Univ Lille 1, ENSCL, CNRS, Chim Phys Organ Lab, F-59655 Villeneuve Dascq, France
关键词
boron and compounds; naphthalenes; polycyclic heterocyclic compounds; Friedel-Crafts reactions;
D O I
10.1016/S0040-4039(98)01895-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of arylethanals 1 with boron tribromide give 2-phenylnaphthalenes 2 or 1,2,9,10-tetrahydro-1,9-epoxydibenzo[a,e]cyclooctenes 3 by a tandem 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 methoxy groups occurs. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8457 / 8460
页数:4
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