99260-80-7

Upstream product

• 6974-12-5 1,4-dibromo-2-butene 
• 3406-02-8 bis(phenylsulfonyl)methane 
• 821-06-7 (E)-1,4-dibromobutene 
• 104411-02-1 (E)-1,1-bis(phenylsulfonyl)-3-penten-5-ol 
• 108-98-5 thiophenol 
• 3561-67-9 bis(phenylthio)methane 

Downstream Products

• 120270-88-4 C₂₃H₂₈O₅S₂ 
• 1365544-50-8 (Z)-4-(5,5-bis(phenylsulfonyl)pent-2-en-1-yl)-2,4-diphenyloxazol-5(4H)-one 
• 1365544-49-5 (E)-4-(5,5-bis(phenylsulfonyl)pent-2-en-1-yl)-2,4-diphenyloxazol-5(4H)-one 
• 1365544-45-1 (E)-ethyl 2-cyano-2-phenyl-7,7-bis(phenylsulfonyl)hept-4-enoate 
• 1365544-47-3 (E)-1-(5,5-bis(phenylsulfonyl)pent-2-en-1-yl)-2-oxocyclopentanecarbonitrile 
• 1335135-19-7 2,2,6,6-tetramethyl-1-(trifluoromethoxy)piperidine 

Relevant academic research and scientific papers

Photoredox catalysed allylic trifluoromethylation via ring opening of vinyl cyclopropanes using Langlois reagent

Trifluoromethylation of vinylcyclopropanes (VCPs) has been developed under mild reaction conditions to synthesize allylic trifluoromethylated derivatives with high yield and E/Z selectivity using visible light photo-redox catalysis and Langlois reagent (CF3SO2Na) as a trifluoromethylation source. Further, we demonstrate a gram scale synthesis procedure for a trifluoromethylation of vinylcyclopropane.

Fe-catalyzed allylic C-C-bond activation: Vinylcyclopropanes as versatile a1,a3,d5-synthons in traceless allylic substitutions and [3 + 2]-cycloadditions

The low-valent iron complex Bu4N[Fe(CO)3(NO)] (TBAFe) catalyzes the allylic C-C-bond activation of electron-poor vinyl cyclopropanes to generate synthetically useful a1,a3,d5-synthons which are prone to undergo multiple consecutive reactions. The versatility of this approach is demonstrated by a traceless allylic substitution and a formal [3 + 2] cycloaddition to give either functionalized acyclic products or densely substituted cyclopentanes and pyrrolidines in high yields and regioselectivities.

Stereospecific Dehydrative Alkylation of Bis-Sulfones: Synthesis of a Lesser Tea Tortrix Pheromone

The intra- and intermolecular condensation of alcohols with bis-sulfone methylenes, i.e., dehydrative alkylation, using DEAD and Ph3P proceeds stereospecifically at room temperature under essentially neutral conditions affording good to excellent yields o

Regioselective and Stereoselective Nucleophilic Addition to Electrophilic Vinylcyclopropanes

Palladium(0) complexes catalyze ring opening of 1,1-diactivated 2-vinylcyclopropanes 2 with concomitant addition of a carbon nucleophile.The reaction is extremely regioselective and stereoselective in that the alkylation occurs syn to the cyclopropane bond being cleaved in bicyclic system (n = 3, 4).

CONJUGATE NUCLEOFHILIC RING OPENING OF ACTIVATED VINYLCYCLOPROPANES FACILITATED BY HOMOGENOUS PALLADIUM CATALYSIS

1,1-Diactivated-2-vinylcyclopropanes (1) add carbon nucleophiles (2) regiospecifically in a conjugate sense in the presence of a catalytic amount of a zerovalent palladium complex.