477330-46-4

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 536-74-3 phenylacetylene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 932-88-7 1-iodo-2-phenylethyne 

Downstream Products

• 1228682-74-3 C₁₆H₁₂F₃NO 
• 1271054-55-7 1-(3-phenylbuta-1,2-dienyl)-4-(trifluoromethyl)benzene 
• 1616956-29-6 4-fluoro-5-phenyl-3-(4-(trifluoromethyl)phenyl)isoxazole 
• 79182-01-7 5-phenyl-3-(4-(trifluoromethyl)phenyl)isoxazole 
• 1567388-21-9 methyl 4-phenyl-2-(trifluoromethyl)-5-(4-(trifluoromethyl)-benzyl)furan-3-carboxylate 
• 742699-44-1 6-(4-trifluoromethylphenyl)-3-(4-methylsulfanylphenyl)-4-phenylpyran-2-one 

Relevant academic research and scientific papers

Synthesis of Highly Substituted Biaryls by the Construction of a Benzene Ring via in Situ Formed Acetals

Herein, we present an interesting method for the construction of a benzene ring using propargylic alcohols and 1,3-dicarbonyls, which involves three new C-C bond formations via cascade alkylation, formylation, annulation, and aromatization to make substituted biaryls. This one-pot Br?nsted acid-promoted protocol utilizes the unique reactivity of the acetal formed under the reaction conditions. Alkynyl methyl ketones could be employed instead of 1,3-dicarbonyls as they are converted to 1,3-dicarbonyls by hydration under the reaction conditions.

Cascade and Effective Syntheses of Functionalized Tellurophenes

A one-pot and transition-metal-catalyst-free synthetic strategy to construct functionalized tellurophenes has been developed. Substituted 1,1-dibromo-1-en-3-ynes are smoothly converted to tellurophenes with telluride salts in high yield via a series of cascade reactions through reductive debromination, hydrotelluration, nucleophilic cyclization, and aromatization. Close inspection of the results clearly showed that the reactivity of in situ prepared telluride salts are significantly influenced by the polarity of the solvent system and the electronic nature of the substituent on the enyne substrate. This method reports the first direct synthesis of 3-aryltellurophenes in high yields at room temperature. This novel reaction strategy is also found to be a promising synthetic method for multisubstituted tellurophenes and selenophenes.

Rhodium-Catalyzed Intermolecular trans-Disilylation of Alkynones with Unactivated Disilanes

Disilylation of alkynes could provide rapid entry to synthetically useful 1,2-bissilyl-alkenes, but is currently limited to activated disilanes reacting in an intramolecular fashion. Reported herein is an efficient rhodium(I)-catalyzed intermolecular disi

Gold(I)-Catalyzed [2 + 2 + 2] Cyclotrimerization of 1,3-Diarylpropargyl Acetals

A gold-nitrone catalyzed [2 + 2 + 2] cyclotrimerization of 1,3-diarylpropargyl acetals into cyclohexylidene products (up to 74% yield) is reported. The trimerization is proposed to proceed through allenic intermediates via gold-catalyzed 1,3-alkoxy rearra

Highly Efficient Synthesis of Multi-Substituted Allenes from Propargyl Acetates and Organoaluminum Reagents Mediated by Palladium

A simple and mild catalytic S N 2′ substitution reaction of propargyl acetates with organoaluminum reagents is reported. The S N 2′ substitution reaction of propargyl acetates with organoaluminum reagents mediated by Pd(PhP 3) 2 Cl 2 (1 mol%)/PPh 3 (2 mol%)/K 2 CO 3 in tetrahydrofuran at 60 °C for 3-4 hours afforded the corresponding multi-substituted allenes in good yields (up to 94%) with high selectivities (up to 99%). The process was simple and easily performed, which offers an efficient method to synthesize the multi-substituted allene derivatives.

Enantioselective Alkynylation of Aromatic Aldehydes Catalyzed by a Sterically Highly Demanding Chiral-at-Rhodium Lewis Acid

The enantioselective catalytic alkynylation of aromatic aldehydes is reported using a sterically highly hindered bis-cyclometalated rhodium-based Lewis acid catalyst featuring the octahedral metal as the only stereogenic center. Yields of 58-98% with 79-9

Direct synthesis of 4-fluoroisoxazoles through gold-catalyzed cascade cyclization-fluorination of 2-alkynone O-methyl oximes

A tandem protocol for the synthesis of fluorinated isoxazoles has been developed via catalytic intramolecular cyclizations of 2-alkynone O-methyl oximes and ensuing fluorination. The reactions proceed smoothly at room temperature in the presence of 5 mol

Oxidation of alcohols to carbonyl compounds with molecular iodine in the presence of potassium tert-butoxide

An efficient protocol for the oxidation of alcohols to carbonyl compounds with molecular iodine and potassium tert-butoxide is described. Various primary and secondary alcohols were converted to the corresponding aldehydes and ketones in high yields. The oxidation of 2-phenylethanol produced an "abnormal" acetalic ketone. The readily availability of starting materials, convenient synthetic procedure, operational simplicity, mild reaction conditions, and high yields makes this protocol a competitive alternative in the synthesis of ynones and ketones as well as aryl aldehydes.

Synthesis of phosphine-ligated zinc acetylide dimers: Enhanced reactivity in carbonyl additions

Phosphine-ligated dinuclear zinc acetylides effectively promote the alkynylation of carbonyl derivatives. Good to excellent yields (46-91%) of the corresponding propargylic alcohols were obtained from a wide range of substrates. Crystallographic evidence

Rhenium- and gold-catalyzed coupling of aromatic aldehydes with trimethyl(phenylethynyl)silane: Synthesis of diethynylmethanes

(Chemical Equation Presented) Very couply! Coupling reactions of propargyl or benzyl alcohols with allyl- or alkynylsilanes proceed efficiently using [{ReBr(CO)3(thf)}2] as catalyst. Additionally, diethynylmethane derivatives were obtained by the reaction of aromatic aldehydes with trimethyl(phenylethynyl)silane in the presence of both the rhenium complex and AuCl (see scheme).