125102-17-2

Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 7646-85-7 zinc(II) chloride 
• 402-51-7 4-(trifluoromethyl)phenylmagnesium bromide 

Downstream Products

• 581-80-6 4,4'-bis(trifluoromethyl)biphenyl 
• 647842-34-0 ethyl 4'-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxylate 
• 140483-60-9 4'-(trifluoromethyl)-[1,1'-biphenyl]-4-carbonitrile 
• 127783-73-7 methyl 4’-(trifluoromethyl)-[1,1’-biphenyl]-4-carboxylate 
• 203065-88-7 2-(4-trifluoromethylphenyl)pyridine 
• 1275591-20-2 8-(4-(trifluoromethyl)phenyl)quinoline 
• 1133205-12-5 5-methoxy-3-oxo-2-(4-(trifluoromethyl)phenyl)-3H-indole 1-oxide 
• 893734-90-2 4'-(trifluoromethyl)-[1,1'-biphenyl]-3-carbonitrile 
• 1133215-75-4 2-(4-(trifluoromethyl)phenyl)oxazole 
• 188887-83-4 ethyl 4-[(5,6-dihydro-5,5-dimethyl-8-(4-trifluoromethylphenyl)-2-naphthalenyl)ethynyl]benzoate 
• 774-99-2 4-(trifluoromethyl)phenylphosphonous dichloride 

Relevant academic research and scientific papers

Mild Cobalt-Catalyzed Negishi Cross-Couplings of (Hetero)arylzinc Reagents with (Hetero)aryl Halides

A catalytic system consisting of CoCl2?2 LiCl (5 mol %) and HCO2Na (50 mol %) enables the cross-coupling of various N-heterocyclic chlorides and bromides as well as aromatic halogenated ketones with various electron-rich and -poor ar

Rhodium-Catalyzed Arylzincation of Alkynes: Ligand Control of 1,4-Migration Selectivity

The addition of arylzinc reagents ArZnCl 1 to alkynes 2 was found to be catalyzed by rhodium complexes in the presence of a catalytic amount of zinc chloride. The selectivity in giving 2-arylalkenylzinc species 3 or ortho-alkenylarylzinc species 4, the la

Gold-To-Boron Aryl Transfer from a T-Shaped Phosphine-Borane Gold(I) Complex

T-shaped gold(I) complexes with significant Au→B interactions were prepared from the phosphine-borane i-Pr2P(o-C6H4)BFXyl2 [Fxyl = 3,5-(F3C)2C6H3]. The (P,B)AuArF complex 4 [ArF = 4-(F3C)C6H4] was obtained by an indirect route involving ligand exchange from (ArO)3PAuArF 3a [Ar = 2,4-(t-Bu)2C6H3]. A different outcome was observed with the analogous precursor (MeO)3PAuArF 3b. Here, the phosphite remains bonded to gold, and the borane moiety abstracts the ArF group from gold to give the zwitterionic dicoordinate gold(I) complex 5. DFT calculations support a 2-step associative pathway for this gold-To-boron aryl transfer. It involves a square-planar gold(I) complex with enhanced Au→B interaction as key intermediate and proceeds via a 3-center transition state.

The Formation of P-C Bonds Utilizing Organozinc Reagents for the Synthesis of Aryl- A nd Heteroaryl-Dichlorophosphines

Aryl- A nd heteroaryl-dichlorophosphines are mildly and selectively made in a one-pot synthesis in moderate to good yields starting from the respective aryl bromides or five-membered heterocycles, following lithiation with nBuLi, transmetalation with ZnCl

Ni-Catalyzed C(sp3)–O Arylation of α-Hydroxy Esters

A Negishi cross-coupling of α-hydroxy ester derivatives and arylzinc reagents has been developed. This reaction tolerates both primary and secondary C(sp3)–O alcohol precursors and achieves efficient cross-coupling under Ni catalysis without the need for added external metal reductant, photocatalyst, or additives. The arylation of readily accessible C(sp3)–O electrophiles in this operationally simple, rapid, and mild reaction provides a complementary way of accessing desirable α-aryl ester products.

Preparation of Tertiary Amines from Tris(2-cyanoethyl)amine Using Three Successive Cobalt-Catalyzed Electrophilic Aminations with Organozinc Halides

We report a stepwise preparation of triple alkylated or arylated tertiary amines, starting from commercially available tris(2-cyanoethyl)amine using three successive reaction sequences involving a selective oxidation (formation of an N-oxide followed by a

Stereoselective Cobalt-Catalyzed Cross-Coupling Reactions of Arylzinc Chlorides with α-Bromolactones and Related Derivatives

α-Bromolactones bearing a substituent in the β-position undergo a highly trans-diastereoselective arylation with arylzinc chlorides in the presence of 10-20% CoCl2 and 10-20% PPh3 in THF under mild conditions (25 °C, 16 h) leading to

Palladium-catalyzed secondary benzylic imidoylative reactions

Reported herein is a palladium-catalyzed secondary benzylic imidoylative Negishi reaction leveraging the sterically bulky aromatic isocyanides as the imine source. This method allows the facile access of alkyl-, (hetero)aryl-, and alkynylzinc reagents to afford various α-substituted phenylacetone products under mild acidic hydrolysis, which are ubiquitous motifs in many pharmaceuticals and biologically active compounds. The diastereoselective reduction of imine can be accomplished to provide the expedient conversion of secondary benzylic halide into α-substituted phenethylamine derivatives with high atom economy.

Asymmetric Synthesis of Alkylzincs by Rhodium-Catalyzed Enantioselective Arylative Cyclization of 1,6-Enynes with Arylzincs

A chiral diene-rhodium complex was found to catalyze the reaction of 1,6-enynes with ArZnCl to give high yields of 2-(alkylidene)cyclopentylmethylzincs with high enantioselectivity (95–99 % ee). The enantioenriched alkylzincs were readily converted in a one-pot approach into a wide variety of functionalized products by taking advantage of their unique reactivity. The catalytic cylcle involves arylrhodation of alkyne, intramolecular alkenylrhodation of alkene, and transmetalation of the alkyl-rhodium intermediate into alkylzinc.

Nickel-catalyzed cross-coupling of β-carbonyl alkenyl pivalates with arylzinc chlorides

The nickel-catalyzed cross-coupling reaction of β-carbonyl alkenyl pivalates with arylzinc reagents generates 3-aryl-substituted α,β-unsaturated carbonyl compounds via C-O bond cleavage. The reaction features mild reaction conditions, a wide scope of substrates, and good functional group tolerance.