Novel N- , N,S- and N,O- substituted naphthoquinone compounds were prepared by the reactions of 2,3-dichloro-1,4-naphthoquinone (1) and the corresponding nucleophiles in the presence of chloroform and triethylamine or ethanol solution of Na2CO3. The structures of the novel naphthoquinone compounds were characterized by micro analysis, FT-IR, 1H NMR, 13C NMR, MS and cyclic voltammetry.