Jump to main content
Jump to site search

Issue 19, 2009
Previous Article Next Article

Free radical reaction between 2-benzoyl-1,4-benzoquinones and 1,3-dicarbonyl compounds

Author affiliations

Abstract

A manganese(III)-mediated reaction between 2-benzoyl-1,4-benzoquinones and 1,3-dicarbonyl compounds that produces benzo[c]furan-4,7-diones and anthracene-1,4-diones with high chemoselectivity is described. With ethyl butyrylacetate, by changing the solvent, benzo[c]furan-4,7-diones and anthracene-1,4-diones can be generated in high chemoselectivities. With ethyl benzoylacetate, N,N-dimethyl acetoacetamide and 1,3-diones, benzo[c]furan-4,7-diones were produced effectively with high selectivity. With 2-alkyl-5-benzoyl-1,4-benzoquinones, the regioselectivity of this reaction was also studied and the corresponding benzo[c]furan-4,7-dione and anthracene-1,4-dione derivatives were obtained in high regioselectivity.

Graphical abstract: Free radical reaction between 2-benzoyl-1,4-benzoquinones and 1,3-dicarbonyl compounds

Back to tab navigation

Supplementary files

Article information


Submitted
14 Apr 2009
Accepted
06 Jul 2009
First published
05 Aug 2009

Org. Biomol. Chem., 2009,7, 4074-4081
Article type
Paper

Free radical reaction between 2-benzoyl-1,4-benzoquinones and 1,3-dicarbonyl compounds

K. Chen, H. Lee, Y. Cheng and C. Chuang, Org. Biomol. Chem., 2009, 7, 4074
DOI: 10.1039/B907369H

Social activity

Search articles by author

Spotlight

Advertisements