138801-84-0

Upstream product

• 622-37-7 Phenyl azide 
• 1066-54-2 trimethylsilylacetylene 
• 591-50-4 iodobenzene 
• 62-53-3 aniline 
• 98-80-6 phenylboronic acid 
• 16035-50-0 trimethyl(trimethylstannanylethynyl)silane 

Downstream Products

• 151451-83-1 4-iodo-1-phenyl-1H-1,2,3-triazole 
• 98236-56-7 1-(phenyl)-4-(trifluoromethyl)-1H-1,2,3-triazole 
• 1453-81-2 1-phenyl-1,2,3-triazole 

Relevant academic research and scientific papers

Methyl-2,2-difluoro-2-(fluorosulfonyl) acetate (MDFA)/copper (I) iodide mediated and tetrabutylammonium iodide promoted trifluoromethylation of 1-aryl-4-iodo-1,2,3-triazoles

While several methods are available for the synthesis of a host of trifluoromethylated heterocycles, very few of them have been applied to access 4-trifluoromethylated 1,2,3-triazoles. We report herein a general methodology for the trifluoromethylation of 1-aryl-4-iodo-1, 2, 3-triazoles. Tetrabutylammonium iodide (TBAI) has been shown to provide enhanced conversion in these CuI-mediated reaction using methyl 2,2-difluoro-2-(fluorosulfonyl)acetate (MDFA). The method exhibited broad functional group tolerance and was applied to the synthesis of a library of 1-aryl-4-trifluoromethyl-1,2,3-triazoles on the multi-gram scale.

ORGANIC ELECTROLUMINESCENCE ELEMENT AND MATERIAL

PROBLEM TO BE SOLVED: To provide a phosphorescent metal complex emitting blue light, which shows a low drive voltage, high emission efficiency, high color purity of emission and a long emission life when used for an element, and to provide an organic electroluminescence element containing the above metal complex. SOLUTION: The present invention provides a compound represented by general formula (I): ML1mL2n, and an organic electroluminescence element containing the above compound. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT

Hydrogenations at room temperature and atmospheric pressure with mesoionic carbene-stabilized borenium catalysts

1,2,3-Triazolylidene-based mesoionic carbene boranes have been synthesized in a convenient one-pot protocol from the corresponding 1,2,3-triazolium salts, base, and borane. Borenium ions are obtained by hydride abstraction and serve as catalysts in mild hydrogenation reactions of imines and unsaturated N-heterocycles at ambient pressure and temperature.

An Efficient Copper-Catalyzed One-Pot Synthesis of 1-Aryl-1,2,3-triazoles from Arylboronic Acids in Water under Mild Conditions

A convenient method for one-pot two-step 1,3-dipolar cycloadditon reaction of arylboronic acid, sodium azide followed with terminal alkynes in the presence of 2-pyrrolecarbaldiminato-Cu(II) complexes catalyst is reported. Various 1-aryl-1,2,3-triazoles were prepared in 63%-97% yields in water at 30C without any additives and avoiding the isolation of unstable aryl azides.

An abnormal N-heterocyclic carbene-copper(I) complex in click chemistry

Herein we report the synthesis of a copper(I) chloro complex using an abnormal N-heterocyclic carbene (aNHC) salt, 1,3-bis(2,6-diisopropylphenyl)-2,4- diphenylimidazolium. The Cu(aNHC) complex efficiently catalyzed Huisgen 1,3-dipolar cycloaddition reacti

Monosubstituted 1,2,3-triazoles from two-step one-pot deprotection/click additions of trimethylsilylacetylene

Two-step one-pot reaction conditions have been developed for synthesizing 1-substituted-1,2,3-triazoles. This transformation involves the base-catalyzed deprotection of trimethylsilylacetylene followed by Cu-catalyzed Huisgen 1,3-dipolar cycloaddition under aqueous reaction conditions. Utilization of potassium carbonate as the base and methanol as the alcoholic aqueous co-solvent resulted in optimal yields of the desired products. The reaction conditions were found to be successful for both alkyl and aryl azide reactants, including analogs with electron-donating and electron-withdrawing functionality. This procedure stands as a simple and regioselective means by which to prepare 1-substituted-1,2,3-triazole compounds directly from azide precursors.

BIARYL DERIVATIVES

The present invention relates to a compound represented by the formula (I): or a pharmaceutically acceptable salt thereof, whrein: R 1 is a linear or branched alkoxy group, a cycloalkoxy group, a linear or branched lower alkyl group, etc.; R 2 is halogen atom, a lower alkyl group, etc.; Q 1 is carbon atom or nitrogen atom; Q 2 is carbon atom which may be substituted with oxo group; the formula (III) : is a single bond or a double bond; A is a group selected from the group consisting of the substituent group ±; and R 5 is hydrogen atom, a lower alkyl group, cyano group, an alkoxy group or a trialkylsilyl group; having an mGluR1 inhibiting action and being useful as treatment and/or prevention of convulsion, acute pain, cerebral disturbance such as cerebral infarction or transient cerebral ischemia onset, anxiety, chemical dependency or Parkinson's disease.

Piperidine derivatives useful as neurokinin antagonists

Compounds of formula I STR1 wherein Q1, Q2, Q3, and Q4 have any of the meanings given in the specification, their N-oxides, and their pharmaceutically acceptable salts are nonpeptide antagonists of neurokinin A and useful for the treatment of asthma, etc. Also disclosed are pharmaceutical compositions, processes for preparing the compounds of formula I and intermediates.

SYNTHESIS AND REACTION OF 1-PHENYL-4-TRIMETHYLSTANNYL-1,2,3-TRIAZOLES

1,3-Dipolar cycloaddition reaction of trimethylstannylacetylene with phenyl azide gave a regioselective product, 1-phenyl-4-trimethylstannyl-1,2,3-triazole.On the other hand, the reaction of trimethylstannyl-1-hexyne, -phenylacetylene, and -trimethylsilylacetylene with the azide yielded a mixture of the corresponding 4- and 5-trimethylstannyl-1-phenyl-1,2,3-triazoles.Detrimethylstannylation, iodination, benzoylation, and palladium-catalyzed phenylation of 4-trimethylstannyl- and 4,5-bis(trimethylstannyl)-1-phenyl-1,2,3-triazoles were also described.

Reactivity of Aryl and Heteroaryl Azides with Vinylsilane and Alkynylsilane. Formation of C-Silylated 1,2,3-Triazolines and 1,2,3-Triazoles

The reactions of the silylated dipolarophiles trimethyl(vinyl)silane, trimethoxy(vinyl)silane and (trimethylsilyl)acetylene, with some para-substituted phenyl azides, 2-azidobenzothiophene (2-BTA) and 3-azidobenzothiophene (3-BTA) have been examined.At room temperature these reactions give the respective 1-substituted 4-silylated-1,2,3-triazoline.However, only the reactions of 4-nitrophenyl and 4-cyanophenyl azide occur smoothly, furnishing triazolines in high yields; similar reactions with phenyl, 4-tolyl, 4-methoxyphenyl and 4-chlorophenyl azide are slower, affording mixtures of a 3-(N-arylamino)methyl-3,5-bis(trimethylsilyl)-1-p yrazoline, arising from the primary triazoline adduct through ring-opening to diazo compounds 2, and the corresponding 1-aryl-2-(trimethylsilyl)aziridine, resulting from nitrogen extrusion from the same elusive triazoline.On the other hand reactions of 2-BTA and 3-BTA involve rapid extrusion of nitrogen to afford exclusively the corresponding 1-(benzothienyl)-2-silylated aziridine.Results suggest that all these azides generally undergo 1,3-dipolar cycloadditions to terminally silylated alkenes to give triazoline adducts with the same geometrical orientation and whose thermal behaviour was found to be strongly dependent on the activating or deactivating effects exerted by N-1-substituents.Suitable support for electronic and steric factors acting in the same direction in the orientations of the former cyclo-aNAE adducts has been provided by the observation that the same aryl azides, 2-BTA and 3-BTA exhibit analogous 1,3-dipolar cycloadditions with (trimethylsilyl)acetylene from which stable 1-aryl(or heteroaryl)-4-trimethylsilyl-1,2,3-triazoles are obtained in quantitative yields.