K. Tsunoda, Mitsuyoshi Yamane, H. Nishino
Dec 1, 1991
Citations
0
Influential Citations
8
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The reaction of methoxynaphthalenes with malonamide in the presence of magnanese(III) acetate gives 2-acetoxy-2-(1-naphthyl)propanediamides and 2-hydroxy-2-(1-naphthyl)propanediamides. It was found that the propanediamidation reaction did occur when naphthalenes have electron-donating substituents, such as a methoxyl group. The reactions of methoxynaphthalenes with ethyl 3-oxobutanoate, 2-cyanoacetamide, and malononitrile in the presence of manganese(III) acetate also yielded the corresponding substituted naphthalenes, ethyl 2-(acetoxymethyl)naphtho[2,1-b]furan-1-carboxylates, and/or a 4-methylene-1(4H)-naph-thalenone. The reaction mechanisms are discussed.