Synthesis and nucleophilic substitution reaction of 1-Halo-9H-hioxanthen-9-one

Abstract

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 I-halo-9H-thioxanthen-one 3 and its isomer 4 in high yields. Aromatic nucleophilic substitutions of the resulted I-halo-9H-thioxanthen-9-ones with 0-, N-and Snucleophiles are studied in a comparative manner, and various new 0-, N-and S-substituted 9H-thioxanthen-9-ones are obtained.

Preparation of 1‐fluoro‐4‐methyl‐9H‐[carbonyl‐14C]thioxanthen‐9‐one and amine derivatives

“…The 9H‐thioxanthen‐9‐one ring is the core structure of a wide variety of naturally occurring and synthetic compounds that exhibit extraordinary anti‐tumor, anti‐parasitic, and anti‐cancer activity . Sharghi and co‐worker have worked on the synthesis of these compounds previously in non‐radioactive form . In order to investigate the mechanism and biological activity of these drugs, we initiated a labeled synthesis.…”