130774-58-2

Upstream product

• 130774-56-0 p-Methylbenzyl Trifluoromethanesulfinate 
• 2926-29-6 Langlois reagent 
• 104-81-4 4-Methylbenzyl bromide 
• 41804-89-1 potassium triflinate 
• 1444123-76-5 (4-methylbenzyl)(trifluoromethyl)sulfane 
• 106-42-3 para-xylene 
• 66727-99-9 p-Methylbenzyl Trifluoromethanesulfenate 

Downstream Products

• 1389250-52-5 C₁₄H₁₀N₃O₄^(1-) 

Relevant academic research and scientific papers

Inverse solvent effects in carbocation carbanion combination reactions: The unique behavior of trifluoromethylsulfonyl stabilized carbanions

Second-order rate constants for the reactions of the trifluoromethylsulfonyl substituted benzyl anions 1a-e (CF3SO 2CH-C6H4-X) with the benzhydrylium ions 2f-j and structurally related quinone methides 2a-e have

Base promotedgem-difluoroolefination of alkyl triflones

A new synthesis ofgem-difluoroalkenes from readily available alkyl triflones and difluorocarbene precursors such as TMSCF2Br has been reported. The reaction, regardless of electronic effect, givesgem-difluoroalkenes in good to excellent yields. The mechanism may involve deprotonation of triflones, nucleophilic addition, and the elimination of SO2CF3

Copper-catalyzed direct trifluoromethylthiolation of benzylic C-H bonds via nondirected oxidative C(sp3)-H activation

A copper-catalyzed trifluoromethylthiolation of benzylic sp3 C-H bonds was developed via nondirected oxidative C-H activation using readily prepared and stable AgSCF3. This reaction provides a novel and straightforward method for the preparation of various benzyl trifluoromethyl sulfides.

THE SYNTHESIS, SOLVOLYSIS AND REARRANGEMENT OF BENZYL TRIFLUOROMETHANESULFINATES

The synthesis and reactivity of benzyl trifluoromethanesulfinates have been investigated.These esters are easily and almost quantitatively obtained by selective oxidation of the corresponding sulfenates.A study of their behavior has revealed some unique features.In sharp contrast to benzyl arenesulfinates, which undergo ethanolysis with complete sulfur-oxygen bond fission, the corresponding trifluoromethanesulfinates undergo ethanolysis with exclusive carbon-oxygen bond fission, and with a rate enhancement by a factor of 6 powers of ten.The unusual high reactivity of these esters, comparable to that of the corresponding tosylates, is discussed.A kinetic study of the solvent and substituents effects on the rate of solvolysis has been performed.Also in contrast with benzyl arenesulfinates, these esters undergo facile rearrangement to sulfone on heating in polar nonhydroxylic solvents such as acetonitrile, in high yields.The mechanisms of solvolysis and rearrangement are discussed.