FLUORIDE SALTS-ALCOHOLS-ALUMINA AS REAGENTS FOR NUCLEOPHILIC-SUBSTITUTION OF CHLORINE ATOMS FOR ALKOXY GROUPS IN 2,3-DICHLOROSUBSTITUTED JUGLONES, NAPHTHAZARINES, AND QUINIZARINES
Vp. Anufriev et Vl. Novikov, FLUORIDE SALTS-ALCOHOLS-ALUMINA AS REAGENTS FOR NUCLEOPHILIC-SUBSTITUTION OF CHLORINE ATOMS FOR ALKOXY GROUPS IN 2,3-DICHLOROSUBSTITUTED JUGLONES, NAPHTHAZARINES, AND QUINIZARINES, Tetrahedron letters, 36(14), 1995, pp. 2515-2518
Direct displacement of chlorine atoms by alkoxy groups in 2,3-dichloro
substituted juglones (5-hydroxy-1,4-naphthoquinones), naphthazarines (
5,8-dihydroxy-1,4-naphthoquinones), and quinizarines (1,4-dihydroxy-9,
10-anthraquinones) is generally ineffective, however high yields are o
btained when methanol or cellosolves activated by fluoride anion are u
sed as nucleophiles and the reaction goes in the presence of alumina.