A novel manganese(III) acetate mediated reaction between 2-benzoyl-1,4-naphthoquinones and 1,3-dicarbonyl compounds.
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.
Lin
Chien-Yu
CY
Department of Chemistry, National Cheng Kung University, Tainan, Taiwan, 70101, Republic of China.
Cheng
Yu-Chih
YC
Tsai
An-I
AI
Chuang
Che-Ping
CP
D004952:Esters; D007659:Ketones / Q000737:chemistry*; D007700:Kinetics; D008293:Malates; D008345:Manganese; D008958:Models, Molecular; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry*
D004952:Esters; D007659:Ketones; D008293:Malates; D009285:Naphthoquinones; D008345:Manganese; C030298:malic acid