Synthesis and Nucleophilic Substitution Reaction of 1-Halo-9H-thioxanthen-9-one

Treatment of thiosalicylic acids with p-halotoluene in concentrated sulfuric acid gave 1-halo-9H-thioxanthen-one 3 and its isomer 4 in high yields. Aromatic nucleophilic substitutions of the resulted 1-halo-9H-thioxanthen-9-ones with O-, N- and Snucleophiles are studied in a comparative manner, and various new O-, N- and S-substituted 9H-thioxanthen-9-ones are obtained