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CC BY ND NC 4.0 · SynOpen 2017; 01(01): 0156-0165
DOI: 10.1055/s-0036-1591729
DOI: 10.1055/s-0036-1591729
paper
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
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.
Key words
fused-ring systems - Heck reaction - quinones - palladium - heterocycles - halides - furansSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591729.
- Supporting Information
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