1813-97-4

Usage

Uses

3-[(4-TRIFLUOROMETHYL)PHENYL]-1-PROPENE is used as a reactant for the stereoselective preparation of alkenyl nitriles via FeCl2-catalyzed oxidation. This application takes advantage of the compound's reactivity and ability to form specific stereoisomers, which are crucial in the development of pharmaceuticals and other specialty chemicals.
3-[(4-TRIFLUOROMETHYL)PHENYL]-1-PROPENE is also used as a reactant in the regioselective intermolecular allylic C-H alkylation with bis-sulfoxide/Pd(OAc)2 catalyst. This reaction allows for the selective formation of desired products with specific structural features, which can be important in the synthesis of complex organic molecules and materials.
Used in Pharmaceutical Industry:
3-[(4-TRIFLUOROMETHYL)PHENYL]-1-PROPENE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity enable the development of new drugs with improved efficacy and selectivity.
Used in Chemical Industry:
In the chemical industry, 3-[(4-TRIFLUOROMETHYL)PHENYL]-1-PROPENE is used as a building block for the production of specialty chemicals, such as fragrances, dyes, and additives. Its versatility in chemical reactions allows for the creation of a diverse range of products with specific properties and applications.
Used in Material Science:
3-[(4-TRIFLUOROMETHYL)PHENYL]-1-PROPENE is utilized in the development of advanced materials, such as polymers and coatings, due to its unique chemical properties. Its incorporation into these materials can lead to improved performance characteristics, such as enhanced stability, durability, and resistance to environmental factors.

InChI:InChI=1/C10H9F3/c1-2-3-8-4-6-9(7-5-8)10(11,12)13/h2,4-7H,1,3H2

Upstream product

• 591-87-7 Allyl acetate 
• 98-56-6 4-chlorobenzotrifluoride 
• 455-13-0 4-Iodobenzotrifluoride 
• 24850-33-7 allyltributylstanane 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 107-18-6 allyl alcohol 
• 107-05-1 3-chloroprop-1-ene 
• 106-95-6 allyl bromide 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 402-51-7 4-(trifluoromethyl)phenylmagnesium bromide 

Downstream Products

• 187950-48-7 methyl (E)-4-[4-(trifluoromethyl)phenyl]but-3-enoate 
• 1613403-47-6 (2E,4E)-methyl 2-phenyl-5-(4-(trifluoromethyl)phenyl)penta-2,4-dienoate 
• 191155-79-0 methyl 4-(4-(trifluoromethyl)phenyl)butanoate 
• 506421-62-1 2-(4-(trifluoromethyl)phenyl)-quinoline 
• 164363-74-0 (E)-1-(3-azidoprop-1-en-1-yl)-4-(trifluoromethyl)benzene 
• 562811-22-7 (2E)-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-yl acetate 
• 713-45-1 1-[(4-trifluoromethyl)phenyl]-2-propanone 

Relevant academic research and scientific papers

The Enantioselective Copolymerisation of Allylbenzene, 1-Allyl-4-(trifluoromethyl)benzene, and 1-Allyl-4-methoxybenzene with Carbon Monoxide

The olefins mentioned in the title were copolymerized with CO in the presence of palladium catalysts modified with dicyclohexyl {(R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl}phosphine. Productivities up to 95 g/(g Pd · h) were achieved. The obtained c

Manganese catalyzed dehydrogenative silylation of alkenes: Direct access to allylsilanes

Dehydrogenative silylation of alkenes with silanes to produce allylsilanes is achieved through manganese catalysis with a wide scope of substrate tolerance. This transformation involves silane radicals initiated by manganese complex without additional oxidant additives. It offers a general, convenient and practical protocol with excellent functional group compatibility and gram-scale capacity for the modular synthesis of allylsilanes.

Photo-Ni-Dual-Catalytic C(sp2)-C(sp3) Cross-Coupling Reactions with Mesoporous Graphitic Carbon Nitride as a Heterogeneous Organic Semiconductor Photocatalyst

The synergistic combination of a heterogeneous organic semiconductor mesoporous graphitic carbon nitride (mpg-CN) and a homogeneous nickel catalyst with visible-light irradiation at room temperature affords the C(sp2)-C(sp3) cross-co

Quantitative Analysis on Two-Point Ligand Modulation of Iridium Catalysts for Chemodivergent C-H Amidation

The transition-metal-catalyzed nitrenoid transfer reaction is one of the most attractive methods for installing a new C-N bond into diverse reactive units. While numerous selective aminations are known, understanding complex structural effects of the key intermediates on the observed chemoselectivity is still elusive in most cases. Herein, we report a designing approach to enable selective nitrenoid transfer leading to sp2 spirocyclization and sp3 C-H insertion by cooperative two-point modulation of ligands in the CpXIr(III)(κ2-chelate) catalyst system. Computational analysis led us to interrogate structural motifs that can be attributed to the desired mechanistic dichotomy. Multivariate linear regression analysis on the perturbation on the η5-cyclopentadienyl ancillary (CpX) and LX coligand, wherein we prepared over than 40 new catalysts for screening, allowed for construction of an intuitive yet robust statistical model that predicts a large set of chemoselective outcomes, implying that the catalysts' structural effects play a critical role on the chemoselective nitrenoid transfer. On the basis of this quantitative analysis, a new catalytic platform is now established for the unique lactam formation, leading to the unprecedented chemoselective reactivity (up to >20:1) toward a diverse array of competing sites, such as tertiary, secondary, benzylic, allylic C-H bonds, and aromatic πsystem.

Palladium-Catalyzed Oxidative Allylation of Sulfoxonium Ylides: Regioselective Synthesis of Conjugated Dienones

The first examples of palladium-catalyzed allylic C-H oxidative allylation of sulfoxonium ylides to afford the corresponding conjugated dienones with moderate to good yields have been established. The features of this novel conversion include mild reaction conditions, wide substrate scope, and excellent regioselectivity.

Palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane: Synthesis of homoallylic boronic esters

A palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane to afford the corresponding homoallylic organoboronic esters with moderate to excellent yields is reported. This novel transformation provides an efficient strategy for the construction of homoallylic organoboronic esters in one step with a broad substrate scope. It is proposed that the palladium-catalyzed oxidative allylic C-H bond activation process may be involved in the catalytic cycle.

Anti-Markovnikov rearrangement in sulfur mediated allylic C-H amination of olefins

Cationic rearrangement reactions usually follow Markovnikov's rule to give more substituted carbocations as stable intermediates. During our study on sulfur mediated allylic C-H amination of olefins, very rare cases of anti-Markovnikov rearrangement from secondary carbocations toward primary carbocations or primary triflates were observed.

Palladium-catalyzed aerobic oxidative double allylic C-H oxygenation of alkenes: A novel and straightforward route to α,β-unsaturated esters

A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished using the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C-O bond formation involving double allylic C-H oxygenation unlocks opportunities for markedly different synthetic strategies. Moreover, the reaction affords aryl α,β-unsaturated esters directly from readily available terminal olefins in moderate to good yields with excellent chemo- and stereoselectivities.

Palladium-catalyzed aerobic oxidative allylic C-H arylation of alkenes with polyfluorobenzenes

An aerobic oxidative cross-coupling reaction of alkenes with polyfluorobenzenes, through palladium-catalyzed allylic C-H activation, is reported. This attractive route provides a new way to forge allylic C-C bonds of valuable products, in good yields, with high regioselectivity.

Method for Allylating and Vinylating Aryl, Heteroaryl, Alkyl, and Alkene Halogenides Using Transition Metal Catalysis

What is described is a process for preparing organic compounds of the general formula (I) R—R′??(I) by converting a corresponding compound of the general formula (II) R—X ??(II) in which X is fluorine, chlorine, bromine or iodine to an organomagnesium compound of the general formula (III) [M+]n[RmMgXkY1]??(III) wherein compounds of the formula (III) are reacted with a compound of the general formula (IV) characterized in that the reaction of (III) with (IV) is performed in the presence of a) catalytic amounts of an iron compound, based on the compound of the general formula (II), and optionally in the presence of b) a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount, based on the compound of the general formula (II).