CC BY ND NC 4.0 · SynOpen 2017; 01(01): 0156-0165
DOI: 10.1055/s-0036-1591729
paper
Copyright with the author

A New Approach to the Synthesis of Benzo[b]naphtho[2,3-b]furan-6,11-diones and 2-Benzyl-3-hydroxynaphthalene-1,4-diones

Jose C. Barciaa, Jacobo Crucesb, Cristian O. Salas*c, Juan C. Estéveza, Mauricio A. Cuellard, Ricardo A. Tapiac, Ramón J. Estévez*a
  • aCentro Singular de Investigación en Química Biolóxica e Materiales Moleculares and Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain   Email: ramon.estevez@usc.es
  • bGalChimia S.A., Cebreiro s/n, 15823 O Pino, A Coruña, Spain
  • cDepartamento de Química Orgánica, Facultad de Química, Pontificia Universidad Católica de Chile, 702843 Santiago de Chile, Chile
  • dFacultad de Farmacia, Universidad de Valparaíso, Av. Gran Bretaña No. 1093, Valparaíso 2340000, Chile   Email: cosalas@uc.cl
This work has received financial support from the Xunta de Galicia (Centro singular de investigación de Galicia accreditation 2016–2019, ED431G/09; and Project GRC2014/040), the European Union (European Regional Development Fund-ERDF), FONDECYT (Research Grants 1161816 and 1141264) and Galchimia S.A.
Further Information

Publication History

Received: 11 September 2017

Accepted after revision: 02 November 2017

Publication Date:
27 November 2017 (online)

Abstract

Here we describe modified syntheses of o-acetylbenzoic acids­ and o-acetylphenylacetic acids by Heck palladium-catalysed aryl­ation of n-butyl vinyl ether with o-iodobenzoic acids or with o-iodo­phenylacetic acids, respectively. General syntheses of benzo[b]naphtho[2,3-b]furan-6,11-diones from o-acetylbenzoic acids and 2-benzyl-3-hydroxynaphthalene-1,4-diones from o-acetylphenylacetic acids are also reported.

Supporting Information

 
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