2314-61-6

Upstream product

• 822-38-8 1,3-dithiolane-2-thione 
• 536-74-3 phenylacetylene 
• 75-15-0 carbon disulfide 
• 25445-77-6 4-phenyl-1,2,3-thiadiazole 
• 71988-71-1 phenacyl tert-butyl trithiocarbonate 
• 70-11-1 α-bromoacetophenone 
• 96-09-3 styrene oxide 
• 77159-38-7 bis(diisopropylthiothiocarbonyl) disulfide 

Downstream Products

• 3161-35-1 3-Oxo-3-phenyl-2-[4-phenyl-[1,3]dithiol-(2Z)-ylidene]-propionitrile 
• 100760-33-6 4,4'-diphenyl tetrathiafulvalene 
• 76247-64-8 4-(2-Thioxo-[1,3]dithiol-4-yl)-benzenesulfonyl chloride 
• 80438-81-9 N,N-diethyl (phenyl-4 dithiole-1,3 ylidene-2)-2 thiopropionamide 
• 345661-71-4 N,N-diethyl phenyl-2 (phenyl-4 dithiole-1,3 ylidene-2)-2 thioacetamide 
• 72580-01-9 trans-DPh-TTF 
• 85462-19-7 C₁₅H₁₀N₂O₂S₃ 
• 71400-00-5 N-p-Toluenesulfonyl-2-imino-4-phenyl-1,3-dithiole 
• 78864-29-6 C₁₆H₁₃NO₂S₄ 

Relevant academic research and scientific papers

A Convenient Preparation of 1,3-Dithiole-2-thione and 1,3-Diselenole-2-selone Derivatives

A convenient one-pot preparation of 1,3-dithiole-2-thiones and 1,3-diselenole-2-selones substituted with phenyl, alkyl, alkylthio, hydroxymethyl, and formyl groups was accomplished from readily available acetylenes in good to excellent yields.

Titanium(salen)-catalysed synthesis of Di- and trithiocarbonates from epoxides and carbon disulfide

The combination of a bimetallic titanium(salen) complex [Ti(salen)O] 2 and either tetrabutylammonium bromide or tributylamine forms a highly active catalyst system for the reaction between epoxides and carbon disulfide to lead to di- and/or trithiocarbonates. Reactions can be performed at 90 °C by using just 0.5-1.0 mol % of the catalysts. The reactions proceed with the inversion of the epoxide configuration and on the basis of kinetic and spectroscopic evidence, a mechanism to account for the results is proposed. Salen away on a kinetic sea: The combination of [Ti(salen)O]2 and tetrabutylammonium bromide or tributylamine catalyzes the addition of carbon disulfide to epoxides to form predominantly dithiocarbonates. Ten examples are reported that give the dithiocarbonates in 33-99 % isolated yield. A mechanistic study based on reaction kinetics, stereochemistry, and NMR spectra of reaction mixtures allow a catalytic cycle to be proposed.

Free radical reaction of diisopropyl xanthogen disulfide with unsaturated systems

1,3-Dithiol-2-ones are prepared in one pot reaction from commercially available diisopropyl xanthogen disulfide (2) and alkynes under radical conditions. The 5-membered heterocycle is formed via a ring closure of vinyl radical (7) resulting from the thio radical addition of 5 to an alkyne. The reaction worked best for alkynes conjugated with a C=C double bond. The oxygen atoms of reagent (2) could be replaced by sulfur and this new reagent furnished 1,3-dithiol-2-thiones under radical conditions.

Photochemical Reactions of Phenylacetylenes with Ethylene Trithiocarbonate. Synthesis of Phenyl-substituted 2-Thioxo-1,3-dithioles

A novel photochemical synthetic route to phenyl-substituted 2-thioxo-1,3-dithioles (TDT), intermediates in the synthesis of tetrathiafulvalenes (TTF), starting from ethylene trithiocarbonate (ETC) and phenylacetylenes is described.Phenyl and diphenyl-acetylene and 1-phenylpropyne reacted with ETC derivatives in reasonable yields.The fluorescence of the acetylenes was quenched by ETC via a trivial process: sensitization with benzophenone and quenching with air suggested that the reaction proceed mainly through the triplet excited states of the acetylenes.Irradiation of ETC alone with light of longer wavelength and quenching experiments suggested that the excited singlet state of ETC also participated in the reaction, in a minor process.

THERMOLYSIS OF 1,3-DITHIOL-2-YL AZIDES AND THERMAL PROPERTIES OF THE RESULTING 1,4,2-DITHIAZINES

2-Substituted 1,3-dithiol-2-yl azides, on thermolysis in refluxing toluene, give 3-substituted 1,4,2-dithiazines wich thermally extrude sulfur atom of the 4-position selectively to yield 3-substituted isothiazoles, while 2-unsubstituted 1,3-dithiol-2-yl azides undergo both ring expansion yielding 1,4,2-dithiazines and peculiar thermal dissociation into 1,3-dithiol-2-ylidene carbenes and hydrogen azide.

Selenium Heterocycles. XXXI (1). Reaction of Ethyl Propiolate with 5-Phenyl-2-thioxo-1,3-thiaselenole and 4-Phenyl-2-thioxo-1,3-dithiole

Reaction of ethyl propiolate with 4-phenyl-2-thioxo-1,3-dithiole afforded 4-carbethoxy-2-thioxo-1,3-dithiole in high yield.Reaction of ethyl propiolate with 5-phenyl-2-thioxo-1,3-thiaselenole gave 4-carbethoxy-2-thioxo-1,3-thiaselenone(IX), 4-carbethoxy-2-selenoxo-1,3-dithiole (X) and 5-carbethoxy-2-thioxo-1,3-thiaselenole (XI).A possible mechanism for the formation of these compounds is given.