89619-12-5

Upstream product

• 1737-26-4 1-(4-trifluorophenyl)ethanol 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 402-50-6 1-trifluoromethyl-4-vinyl-benzene 

Downstream Products

• 32687-37-9 3-(4-(trifluoromethyl)phenyl)-2H-azirine 
• 89618-91-7 3-<4-(trifluoromethyl)phenyl>-1,1,1-trifluorobut-3-en-2-yl trifluoromethanesulfonate 
• 89619-02-3 3-<4-(trifluoromethyl)phenyl>-1,1,1-trifluorobut-3-en-2-ol 
• 79756-87-9 1-(prop-1-ynyl)-4-trifluoromethylbenzene 
• 89619-13-6 1-(1-bromovinyl)-4-(trifluoromethyl)benzene 
• 705-31-7 4-trifluoromethylphenylacetylene 

Relevant academic research and scientific papers

Electrochemical Synthesis of O-Phthalimide Oximes from α-Azido Styrenes via Radical Sequence: Generation, Addition and Recombination of Imide-N-Oxyl and Iminyl Radicals with C?O/N?O Bonds Formation

Electrochemically induced radical-initiated reaction of vinyl azides with N-hydroxyphthalimide resulting O-phthalimide oximes with challenging for organic chemistry N?O-N fragment has been discovered. The developed approach introduces in synthesis electrochemically generated O-centered imide-N-oxyl radicals as the coupling components. Sequential formation of C?O and N?O bonds was achieved via generation and selective addition of imide-N-oxyl radicals, followed by recombination with iminyl radicals. A wide range of O-phthalimide oximes was obtained with the yields up to 84percent. (Figure presented.).

Zn-ProPhenol Catalyzed Enantioselective Mannich Reaction of 2 H-Azirines with Alkynyl Ketones

The enantioselective Mannich reaction of 2H-azirines with alkynyl ketones is achieved under Zn-ProPhenol catalysis, delivering various aziridines with vicinal tetrasubstituted stereocenters in high yields with excellent enantioselectivities. The bimetalli

Visible-Light-Induced Regioselective C(sp3)-H Acyloxylation of Aryl-2 H-azirines with (Diacetoxy)iodobenzene

A visible-light-promoted regioselective coupling of C(sp3)-H of aryl-2H-azirine and (diacetoxy)iodobenzene has been reported. Rose Bengal as an organophotoredox catalyst has been used in this reaction. The reaction proceeds under aerobic condition at room temperature. A variety of aryl-2H-azirines gives the corresponding acyloxylated azirines under this reaction conditions. The reaction goes through a radical pathway. The protocol is also applicable on gram-scale synthesis.

Intermolecular Carboamination of Unactivated Alkenes

Herein, we report the first example of group transfer radical addition of O-vinylhydroxylamine derivatives onto unactivated alkenes. By utilizing O-vinylhydroxylamine derivatives as both the N- and C-donors, this reaction enables intermolecular carboamination of unactivated alkenes in an atom economical fashion. As the process is initiated through N-radical addition followed by C-transfer, linear carboamination products are afforded. This differs from canonical radical carbofunctionalization of olefins, which typically favors branched product owing to initiation by C-radical addition.

One-Pot Strategy for Thiazoline Synthesis from Alkenes and Thioamides

A convenient synthesis of a privileged pharmaceutical motif, thiazoline is accomplished. This reaction utilizes simple and readily available alkene and thioamide substrates in an intermolecular fashion via a simple one-pot procedure. A wide range of functional groups is tolerated, and the thiazoline product has been further utilized for the synthesis of the corresponding β-aminothiol and thiazole from routine hydrolysis and oxidation protocols.

Visible-Light Photoredox Catalyzed Three-Component Cyclization of 2H-Azirines, Alkynyl Bromides, and Molecular Oxygen to Oxazole Skeleton

A novel three-component cyclization of 2H-azirines, alkynyl bromides, and molecular oxygen under visible-light photoredox catalysis at room temperature has been developed, which provides a direct approach to a wide range of substituted oxazoles in moderate to good yields.

Synthesis of unsymmetrical pyrazines based on ?±-diazo oxime ethers

Synthesis of unsymmetrically substituted pyrazines has been a challenge. The reactivity of ?±-imino carbenoids derived from ?±-diazo oxime ethers has been exploited for pyrazine synthesis, in which the reaction of ?±-diazo oxime ethers with 2H-azirines provides highly substituted pyrazines in good to excellent yields.

Effect of the α-Trifluoromethyl Moiety on the Solvolysis of Allylic Sulfonates

A series of allylic sulfonates bearing aryl substituents on the 2-position and/or trifluoromethyl groups on the 1- and/or 3-positions has been studied under solvolytic conditions in 2,2,2-trifluoroethanol.Nonarylated 1,3-di(trifluoromethyl)-substituted allylic sulfonates did not solvolyze in a conventional manner but instead gave products diagnostic of a complex isomerization-cleavage process.Mono(trifluoromethyl)-substituted allylic sulfonates solvolyzed by normal paths to give kH/kCF3 ratios of 2E6 and 4E4 for the substitution at the 1- and 3-positions, respectively.No evidence for 1,3-? interactions was discerned.

Choix des methodes pour la synthese univoque de carbures acetyleniques. Troisieme partie : Arylacetylenes et aryl-1 alcynes-1

The range of applicability of six syntheses of pure alkynes with one aryl group has been defined; a short review of other possible procedures is included.We have specified the best method to obtain selectively the alkynes Ar-CCH and Ar-CC-R, according to the nature of the substituents of the aryl group and according to the developed structure of the R group.It is thus possible to recommend with the largest probability of success the method to obtain, in homogenous series, alkynes corresponding to still more complicated structures.