Recent Progress in 1,2-Dithiole-3-thione Chemistry

Synthesis of new dithiolethione and methanethiosulfonate systems endowed with pharmaceutical interest

“…mp 149.9-152.1 °C. 1 4-{4-[4-(Trifluoromethyl)benzamido]-1,2,5-oxadiazol-3-yl}phenyl 5-(methylsulfonylthio)pentanoate (7) was synthesized according to procedure B using N-(4-(4-hydroxyphenyl)-1,2,5-oxadiazol-3-yl)-4-(trifluoromethyl) benzamide (25) dissolved in anhydrous tetrahydrofuran. The reaction mixture was stirred for 4 h. The product was purified by flash chromatography (silica gel; EtOAc/cyclohexane in ratio 8:2; isocratic).…”

“…Yield: 45%. 1 General procedure for the synthesis of benzaldehyde oximes (17a-c). NH 2 OH·HCl (7.2 mmol) and NaHCO 3 (7.2 mmol) in water (9 mL) were added to a solution of the proper aldehyde 16a-c (6.0 mmol) in MeOH (18 mL).…”

“…Recent literature 1,2 shows considerable interest in the chemistry and bioactivity of 1,2-dithiole-3-thiones (DTTs) and methanethiosulfonates (MTSs). Both moieties have been reported to exert chemopreventative and anticancer activities.…”

Metal-Free Radical [3 + 2] Annulation of Tetraalkylthiuram Disulfide with Alkynes/Alkenes: An Approach of Synthesizing 1,3-Dithiole and 1,3-Ditholane Derivatives

“…Sulfur heterocycles are privileged structural scaffolds present in many natural products and pharmaceuticals, and they have significant applications in biology, pharmaceutical chemistry, synthetic chemistry, and material science. 7 Consequently, the synthesis of sulfur heterocycles has attracted a great deal of attention from organic chemists. Annulation reactions are considered as a powerful and representive route to access heterocyclic products owning to the atom economy and the formation of two bonds in a single operation, and abundant methods have been developed on the basis of this strategy.…”

“…Sulfur heterocycles are privileged structural scaffolds present in many natural products and pharmaceuticals, and they have significant applications in biology, pharmaceutical chemistry, synthetic chemistry, and material science . Consequently, the synthesis of sulfur heterocycles has attracted a great deal of attention from organic chemists.…”