Issue 6, 2006
From the journal:

Organic & Biomolecular Chemistry

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

Chien-Yu Lin,a   Yu-Chih Cheng,a   An.-I. Tsaia  and  Che-Ping Chuang*a  

* Corresponding authors

a Department of Chemistry, National Cheng Kung University, Tainan, Taiwan, Republic of China
E-mail: cpchuang@mail.ncku.edu.tw
Fax: +886-6-2740552

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

DOI
https://doi.org/10.1039/B516285H
Article type
Paper
Submitted
16 Nov 2005
Accepted
25 Jan 2006
First published
08 Feb 2006

Org. Biomol. Chem., 2006,4, 1097-1103

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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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