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

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This paper is dedicated to professor Habib Firouzabadi on the occasion of his honorable retirement and for his continues, past and future devotions and endeavors to the field of organic chemistry. 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.

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