176312-31-5

Upstream product

• 536-74-3 phenylacetylene 
• 52843-77-3 phenylethynyl trifluoromethyl sulfone 

Downstream Products

• 188990-27-4 2-((E)-2-Iodo-2-phenyl-vinyl)-tetrahydro-furan 
• 184713-60-8 2-((E)-1-Phenyl-2-trifluoromethanesulfonyl-vinyl)-furan 
• 18869-27-7 (E)-(2-cyclohexylvinyl)benzene 
• 18138-77-7 (E)-2-styryltetrahydrofuran 
• 18138-77-7 2-[(Z)-2-phenylethenyl]tetrahydrofuran 
• 125315-91-5 (E)-(2-cyclohexyl-1-iodovinyl)benzene 
• 125315-92-6 (Z)-(2-cyclohexyl-1-iodovinyl)benzene 
• 176312-30-4 (E)-2-iodo-2-phenyl-1-ethenyl trifluoromethyl sulfone 
• 176312-42-8 2-((Z)-1-Phenyl-2-trifluoromethanesulfonyl-vinyl)-furan 

Relevant academic research and scientific papers

Stereo-and regiospecific syntheses of α- and β-substituted vinyl and dienyl triflones via the stille reaction

Acetylenic anions undergo efficient sulfonylation with trifluoromethanesulfonic anhydride to provide acetylenic triflones. These materials are stereospecifically converted to (Z)-β-iodovinyl triflones in one step via the addition of hydrogen iodide. Access to (Z)-α-iodovinyl trifloaes is also possible via a two-step process involving tributyltin hydride addition to the acetylenic triflones to generate (Z)-α-(tributylstannyl)vmyl triflones followed by an iododestannylation reaction. Both classes of iodovinyl triflones smoothly undergo palladium (O)-mediated Stille reactions with vinyl, aryl, heteroaryl, and acetylenic stannaries to stereospecifically provide trisubstituted vinyl and dienyl triflones.