Palladium-catalyzed synthesis of o-acetylbenzoic acids:: a new, efficient general route to 2-hydroxy-3-phenyl-1,4-naphthoquinones and indolo[2,3-b]naphthalene-6,11-diones

被引:30
作者
Barcia, JC
Cruces, J
Estévez, JC
Estévez, RJ
Castedo, L
机构
[1] Univ Santiago, CSIC, Dept Quim Organ, I-15782 Santiago De Compostela, Spain
[2] Univ Santiago, CSIC, Unidade Asociada, I-15782 Santiago De Compostela, Spain
关键词
D O I
10.1016/S0040-4039(02)00990-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe here a new, efficient general synthesis of o-acetylbenzoic acids by Heck palladium-catalyzed arylation of n-butyl vinyl ether with o-bromobenzoic acid esters and the use of these compounds as starting materials for the synthesis of 3-benzylideneisochroman-1,4-diones, which readily rearrange to 2-hydroxy-3-phenyl-1,4-naphthoquinones. The application of this strategy to the synthesis of indolo[2,3-b]naphthalene-6,11-diones is also described. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5141 / 5144
页数:4
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