Tetrahedron letters

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, …

…, J Cruces, JC Estévez, RJ Estévez, L Castedo

Index: Barcia, Jose C; Cruces, Jacobo; Estevez, Juan C; Estevez, Ramon J; Castedo, Luis Tetrahedron Letters, 2002 , vol. 43, # 29 p. 5141 - 5144

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Citation Number: 25

Abstract

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 ...