2974-73-4

Upstream product

• 100200-73-5 2-(phenylsulfinyl)propanenitrile 
• 33695-43-1 2-(phenylthio)propanenitrile 
• 126993-43-9 1,2-dithiophenyl-1,2-dicyanocyclopropane 
• 1424-49-3 chloro-2 thiophenyl-3 propionitrile 
• 920-34-3 2-bromoacrylonitrile 
• 108-98-5 thiophenol 

Downstream Products

• 54747-00-1 1-(4-Methoxy-phenylsulfanyl)-2-phenylsulfanyl-cyclobutane-1,2-dicarbonitrile 
• 54746-98-4 1,2-Bis-phenylsulfanyl-cyclobutane-1,2-dicarbonitrile 
• 102687-99-0 2-chloro-2,3,3-trifluoro-1-phenylthio-1-cyanocyclobutane 
• 17096-74-1 2-(phenylsulfonyl)acrylonitrile 
• 913067-30-8 2-phenylsulfanyl-bicyclo[2.2.1]hept-5-ene-2-carbonitrile 
• 97651-90-6 (2R,3S)-2,3-Bis-(2-oxo-propyl)-2,3-bis-phenylsulfanyl-succinonitrile 
• 97651-90-6 (2R,3R)-2,3-Bis-(2-oxo-propyl)-2,3-bis-phenylsulfanyl-succinonitrile 
• 7519-01-9 3-chloro-2-phenylsulfanyl-propionitrile 

Relevant academic research and scientific papers

Investigation of the reaction of α-thioamides, α-esters and α-nitriles with N-halosuccinimides

Investigation of the reaction of α-thioamides, α-esters and α-nitriles with NBS and NCS is described. The?scope of this stereoselective oxidative transformation to the β-haloacrylamides, β-acrylates and β-acrylonitriles has been determined. A mechanistic

BEHAVIOUR OF CYCLOPROPANES BEARING CAPTO-DATIVE SUBSTITUTION UPON ELECTRON-IMPACT AND FLASH-VACUUM PYROLYSIS CONDITIONS

Tandem mass spectrometry has been applied to investigate the behaviour of bis-captodative(cd) substituted cyclopropanes upon electron impact (EI) and flash-vacuum pyrolysis (FVP) comditions.Ring-opening of the molecular ions of 1 followed by a 1,2-hydrogen shift preceedes the fragmentation consisting mainly in the competitive losses of CH3S. and CH2S.The least energy demanding reaction is however a methyl loss requiring also ring cleavage.The m/z 70 base peak is ascribed to cyanothioacylium ions(NC-C=S(1+)) as indicated by the characteristic fragmentations induced by collision.Upon FVP conditions 1 decays to the cd olefin 8 and the carbene 9 in competition with the extrusion of CH3S. and CH3. radicals at the highest temperatures.The behaviour of 2 upon both conditions is dominated by the chemistry of the t-butyl substituents.Ring cleavage of the molecular ions of 3 preceedes also the fragmentation and induces rearrangement reactions yielding unexpected cyclohexadiene thione ions and C7H7(1+) ions.Upon FVP, C-S bond homolysis readily occurs in competition with an elimination of a carbene molecule.

Dienophilie des olefines captodatives: influence de l'encombrement sterique des α-alkylthioacrylonitriles sur la stereoselectivite des reactions de Diels-Alder

The Diels-Alder reaction of cyclopentadiene with a series of α-alkyl-(or aryl)-thioacrylonitriles were investigated.The spontaneous cycloaddition occurs at room temperature affording adducts in excellent yield.The stereochemical assignments of the adducts

ELIMINATIVE DEOXYGENATION: A FACILE SYNTHESIS OF α-CYANO AND α-CARBOALKOXY SUBSTITUTED VINYL SULFIDES

The facile eliminative deoxygenation of α-cyano and carboalkoxy sulfoxides by trimethylsilyl triflate under mildly basic conditions results in the formation of α-thiophenyl substituted α,β-unsaturated nitriles and esters in high yields.