99498-65-4

Upstream product

• 108-86-1 bromobenzene 
• 20154-03-4 3-(trifluoromethyl)pyrazole 
• 59938-06-6 (E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one 
• 100-63-0 phenylhydrazine 
• 62-53-3 aniline 
• 614-65-3 N-phenyl-N'-[(2-hydroxyphenyl)methylene]hydrazine 
• 588-64-7 (E)-1-benzylidene-2-phenylhydrazine 
• 1446819-83-5 C₁₇H₁₂F₃N₃O₃ 
• 149833-51-2 (E)-1-(4-nitrobenzylidene)-2-phenylhydrazine 
• 622-73-1 (E)-1-(4-methoxybenzylidene)-2-phenylhydrazine 
• 59938-06-6 4-ethoxy-1,1,1-trifluoro-3-butene-2-one 
• 103-03-7 1-phenylsemicarbazide 
• 591-50-4 iodobenzene 
• 81963-44-2 bromure de N-phenyl trifluoroacetohydrazonoyle 

Downstream Products

• 1167437-09-3 3-(trifluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-phenyl-1H-pyrazole 

Relevant academic research and scientific papers

Exo/Endo Stereoselectivity in 1,3-Dipolar Cycloaddition of Trifluoroacetonitrile Oxide and -nitrilimine with Bicyclic Olefins

Trifluoroacetonitrile oxide and N-phenyl-C-(trifluoromethyl)nitrilimine cycloadded with norbornenes, resulting in the exclusive formation of the exo-adducts, while the concomitant formation of the endo-adducts was observed in their cycloadditions with nor

Copper-catalyzed arylation of nitrogen heterocycles from anilines under ligand-free conditions

The arylation of pyrazole and derivatives can be achieved by coupling arenediazonium species (formed in situ from anilines) by using a catalytic system that employs low-toxicity and inexpensive copper metal under very mild and ligand-free conditions (T = 20 ° C). From other nitrogen heterocycles, the presence of an additive (NBu4I) significantly improves the efficiency of the catalytic system. These results represent the first examples of C-N bond formation from arenediazonium species.

New strategy for the regioselective synthesis of 1-phenyl-3- trifluoromethyl-1H-pyrazoles

A regioselective synthesis of 3-trifluoromethyl-1-phenyl-1H-pyrazoles (1,3-isomers) as well as their 1,5-isomers (5-trifluoromethyl-1-phenyl-1H- pyrazoles), is described. The 1,3-isomers were obtained from the reaction of 4-alkoxy-1,1,1-trifluoroalk-3-en-2-ones with arylhydrazones followed by deprotective hydrolysis while the 1,5-isomer was obtained by direct cyclocondensation of 4-alkoxy-1,1,1-trifluoroalk-3-en-2-ones with phenylhydrazine. An unequivocal assignment of the 1,3- and 1,5-isomers of the pyrazole products is given.

New one-pot, efficient, and regioselective method for the synthesis of 3-Trifluoromethyl-1H-1-phenylpyrazoles and alkyl 3-carboxylate analogs

An efficient and regioselective procedure for the synthesis of a series of alkyl(aryl/heteroaryl) substituted 3-trifluoromethyl-1H-1-phenylpyrazoles and alkyl 3-carboxylate analogs, from the cyclocondensation reactions of 4-alkoxy-1,1,1-trihaloalk-3-en-2-ones [CX3C(O)CR2=CR 1(OMe/OEt), where R1 = H, Me, Ph, 2-Furyl; R2 = H; R1-R2 = -C4H8- and X = F, Cl] and 1-phenylsemicarbazide in an acidified alcoholic medium (R 3OH/H2SO4), where R3 = Me, Et, Pri was successfully applied and is described here in detail. 2012 Elsevier Ltd. All rights reserved.

Synergic effects of ionic liquid and microwave irradiation in promoting trifluoromethylpyrazole synthesis

The synthesis of 5-trifluoromethyl-1-phenyl-1H-pyrazoles from the reactions of 4-alkoxy-1,1,1-trifluoro-3-alken-2-ones [CF3C(O)CH=C(R 1)OR, where R = Me, Et; R1= H, Me, Bu, i-Bu, Ph, 4-MeC6H4, 4-FCsu

Pyrazole synthesis under microwave irradiation and solvent-free condition

This paper presents a study of solvent-free reaction conditions using microwave irradiation (MW) to obtain 4,5-dihydro-1H-pyrazoles and dehydrated pyrazoles by the cyclocondensation reaction of 4-alkoxy-1,1,1-trifuoro-3-alken- 2-ones [CF3C(O)CH=C(R1)OR, where R/R1 = Et/H, Me/Me and Me/Ph] with hydrazines [NH2NH-R2, where R2 = CO2Me, Ph, CH2CH2OH]. Some reactions were performed under the same reaction conditions using methanol as solvent. The results obtained using MW equipment for synthesis under solvent-free conditions were also compared with those described in literature for conventional thermal heating and heating with a domestic MW oven. In general, the products furnished by reaction in MW equipment for synthesis presented better yields and shorter reaction times. In addition, it was demonstrated that the reaction temperature altered the formation of products for each hydrazine showing that MW equipment for synthesis is effcient for reacting hydrazines and 4-alkoxy-1,1,1-trifuoro-3- alken-2-ones to procedure the products 4,5-dihydro-1H-pyrazoles and dehydrated pyrazoles.

Trifluoromethyl-substituted pyridyl- and pyrazolylboronic acids and esters: Synthesis and Suzuki-Miyaura cross-coupling reactions

The synthesis of trifluoromethyl-substituted pyridylboronic acids and pyrazolylboronic esters is described via lithiation-boronation protocols (Schemes 1, 3 and 4). A study of their palladium-catalysed cross-couplings with heteroaryl halides is presented.

Mild conditions for copper-catalysed N-arylation of pyrazoles

Copper-catalysed N-arylation of pyrazoles with aryl or heteroaryl bromides or iodides, which can include functional substituents, was performed under the mildest conditions yet described, with excellent yields and selectivity, by the use as catalyst of a combination of cuprous oxide with a set of inexpensive, chelating oxime-type ligands not previously known to promote such reactions. Other original bi-, tri- or tetradentate ligands providing nitrogen and/or oxygen as chelating atoms were also successfully tested in this type of arylation. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).

Behavior of Trifluoroacetohydrazonoyl Bromide in Basic Media

The bromide 1 was treated with sodium methoxide or phenoxide to give exclusively the corresponding substituted product.The predominant formation of the substituted products was also recognized with regard to various amines.However, the reaction with triet