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Issue 6, 2006
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A novel manganese(iii) acetate mediated reaction between 2-benzoyl-1,4-naphthoquinones and 1,3-dicarbonyl compounds

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Abstract

A manganese(III)-mediated reaction between 2-benzoyl-1,4-naphthoquinones and 1,3-dicarbonyl compounds is described. This reaction provides an effective method for the synthesis of naphtho[2,3-c]furan-4,9-diones and naphthacene-5,12-diones, and it shows fair to high chemoselectivity depending on the electronic effect of the benzoyl group substituent on the reactants. With ethyl benzoylacetate and 1,3-diketones, the novel naphtho[2,3-c]furan-4,9-diones were produced effectively with high selectivity.

Graphical abstract: A novel manganese(iii) acetate mediated reaction between 2-benzoyl-1,4-naphthoquinones and 1,3-dicarbonyl compounds

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Article information


Submitted
16 Nov 2005
Accepted
25 Jan 2006
First published
08 Feb 2006

Org. Biomol. Chem., 2006,4, 1097-1103
Article type
Paper

A novel manganese(III) acetate mediated reaction between 2-benzoyl-1,4-naphthoquinones and 1,3-dicarbonyl compounds

C. Lin, Y. Cheng, An.-I. Tsai and C. Chuang, Org. Biomol. Chem., 2006, 4, 1097
DOI: 10.1039/B516285H

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