5873-85-8

Upstream product

• 25445-77-6 4-phenyl-1,2,3-thiadiazole 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 68634-32-2 Di(1-phenyl-ethinyl)-Sulfan 
• 101-41-7 benzeneacetic acid methyl ester 
• 18212-29-8 5-phenyl-1,2,3-thiadiazole 
• 83893-97-4 (thiocyanatoethynyl)benzene 

Downstream Products

• 80491-28-7 5-Benzyl-1,2,3-thiadiazole 
• 19813-45-7 methyl N-(phenyl)phenylacetimidate 
• 17709-95-4 N,N-dimethyl-2-phenylethanethioamide 
• 621-06-7 2,N-diphenylacetamide 
• 73869-31-5 5,5'-dimethoxy-4,4'-diphenyl-3,3'-spirobi(1,2-dithiole) 

Relevant academic research and scientific papers

Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters

A sequential procedure for the synthesis of 2,5-disubstituted thiazoles from terminal alkynes, sulfonyl azides, and thionoesters is reported. A copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes with sulfonyl azides affords 1-sulfonyl-1,2,3-triazoles, which then react with thionoesters in the presence of a rhodium(II) catalyst. The resulting 3-sulfonyl-4-thiazolines subsequently aromatize into the corresponding 2,5-disubstituted thiazoles by elimination of the sulfonyl group. (Chemical Equation Presented).

Photochemistry of diethynyl sulfides: A cycloaromatization for the formation of five-membered rings

(Matrix presented) The first five-membered ring cycloaromatization reaction has been demonstrated. Photoirradiation of bis(phenylethynyl) sulfide in hexanes/1,4-cyclohexadiene produces 3,4-diphenylthiophene through the presumed intermediacy of 2,5-didehydrothiophene. In addition, phenylacetylene is produced in this reaction consistent with competing direct carbon-sulfur cleavage. For reactions in ethanol or 2-propanol production of the thiophene is accompanied by the formation of phenylacetylene and a thionoester of the corresponding alcohol. Thiophene products also result from the irradiation of other diethynyl sulfides.

Microwave-accelerated solvent-free synthesis of thioketones, thiolactones, thioamides, thionoesters, and thioflavonoids

Formula presented An expeditious, solvent-free, and high yield conversion of ketones, flavones, isoflavones, lactones, amides, and esters to the corresponding thio analogues is described utilizing Lawesson's reagent in a process that circumvents the use of dry solvents and excess of the reagent.

Reactions of 1-alkynyl thiocyanates with nucleophilic reagents. Synthesis of 2,4-disubstituted 1,3-thiazoles

Reaction of 1-alkynyl thiocyanates RCC-S-CN (1) with alcohols, phenol or thiols or secondary aliphatic amines in the presence of anhydrous zinc chloride or boron trifluoride diethyl etherate gives mixtures of 2,4-disubstituted 1,3-thiazoles (2), thiocarbonyl compounds (3) (thiono esters, dithio esters or thioamides) and 2-alkylidene-1,3-dithioles (4).In all cases, the 1,3-thiazoles can be obtained in good yields if the proper reaction conditions are applied.Interaction between 1 and lithium dialkylamides LiNR'2 gives the compounds RCC-S-NR'2 (5) (attack on sulfur).With alkoxides R'O1-, the primary attack is on CN: the in termediacy alkynethiolate RCC-S1- subsequently reacts with the alkyl cyanate R'OCN to afford 1-alkynyl sulfides RCC-SR'(6)

The Formation of Phenylthiirene

Photolysis and thermolysis of 4- and 5-phenyl-13C>-1,2,3-thiadiazole (4a and 4a') furnish the phenylthioacetic acid O-esters 19 and 21, respectively, and the 1,3-dithioles 22.A product analysis by 13C NMR spectroscopy shows on the b