94863-16-8Relevant academic research and scientific papers
Palladium-catalyzed amino group arylation of 1,3-disubstituted 1H-pyrazol-5-amine based on Buchwald–Hartwig reaction
Kucharek, Mateusz,Danel, Andrzej
, p. 633 - 639 (2021/07/02)
[Figure not available: see fulltext.] An efficient Pd-catalyzed C–N bond formation for the synthesis of different pyrazole derivatives using XPhos as a ligand and KOH as a base is presented. The developed procedure can be successfully applied for the synthesis of 5-N-aryl-1,3-disubstituted 1H-pyrazol-5-amines. Contrary to previously described procedures, this one proceeds in one step utilizing commercially available aminopyrazoles and aryl halides. Thus, a series of 5-N-aryl-1,3-disubstituted 1H-pyrazol-5-amines were obtained with satisfactory yields under optimized reaction conditions.
Organocatalytic Enantioselective Aminoalkylation of 5-Aminopyrazole Derivatives with Cyclic Imines
Carceller-Ferrer, Laura,González del Campo, Aleix,Vila, Carlos,Blay, Gonzalo,Mu?oz, M. Carmen,Pedro, José R.
supporting information, p. 7450 - 7454 (2020/11/30)
In this communication, an efficient asymmetric aminoalkylation of 5-aminopyrazole derivatives with cyclic benzoxathiazine 2,2-dioxides catalyzed by a quinine-derived squaramide in dichloromethane has been established. This is the first example of 5-aminopyrazole derivatives in asymmetric catalysis. A variety of chiral sulfamidates bearing an aminopyrazole moiety were obtained in good yields (up to 98 %) and moderate to excellent enantioselectivities (up to 99 %ee).
Synthesis of 5-arylamino-1-arylpyrazoles from 5-aminopyrazoles with arylhalides via CuI catalyzed Ullman coupling reaction
Chang, En-Chiuan,Chen, Chun-Yen,Wang, Li-Ya,Huang, Yu-Ying,Yeh, Mou-Yung,Wong, Fung Fuh
supporting information, p. 570 - 576 (2013/07/25)
An efficient method for synthesis of 5-arylamino-1-arylpyrazoles was developed by Ullman coupling reaction of 5-aminopyrazoles and arylhalides in the presence of cuprous iodide (CuI) as the catalyst. The corresponding 5-N-arylaminopyrazole products were o
Heterocyclization of 3-(R-amino)-3-methylthio-1-phenylpropenones and 5-benzoyl-6-methylthio-1,2-dihydropyridin-2-ones with 1,2- and 1,3-dinucleophilic reagents
Britsun,Pikun,Ryabitskii,Lozinskii
experimental part, p. 970 - 976 (2012/03/26)
The interaction of 3-(R-amino)-3-methylthio-1-phenylpropenones and 1-alkyl-5-benzoyl-3-ethoxy-carbonyl-6-methylthio-1,2-dihydropyridin-2-ones with N,N- and N,C-1,2- and 1,3-dinucleophiles proceeded regioselectively by [3+2] and [3+3] cyclocondensation with the formation of derivatives of pyrazole, benzimidazo[1,2-a]-pyridine, benzimidazo[1,2-a]pyrimidine, imidazo[1,2-a] pyrimidine, [1,2,4]triazolo[4,3-b]pyridazine, and 6,7-dihydro-2H-pyrazolo[3,4-b] pyridine. The regioselectivity of the reactions carried out was analyzed.
Efficient routes to pyrazolo[3,4-b]indoles and pyrazolo[1,5-a] benzimidazoles via palladium- and copper-catalyzed intramolecular C-C and C-N bond formation
Kumar, Sarvesh,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
body text, p. 7046 - 7051 (2009/12/24)
(Chemical Equation Presented) Efficient synthetic routes to pyrazolo[3,4-b]indoles and pyrazolo[1,5-a]benzimidazoles via intramolecular palladium- and copper-catalyzed cyclization of 1-aryl/1-unsubstituted 5-(2-bromoanilino)-pyrazole precursors via intram
Highly regioselective synthesis of 1-aryl-3 (or 5)-alkyl/aryl-5 (or 3)-(N-cycloamino)pyrazoles
Peruncheralathan,Yadav,Ila,Junjappa
, p. 9644 - 9647 (2007/10/03)
An efficient highly regioselective protocol for the synthesis of isomeric 1,3-diaryl (or 1-aryl-3-alkyl) and 1,5-diaryl (or 1-aryl-5-alkyl)-5 (or 3)-(N-cycloamino)pyrazoles has been reported by cyclocondensation of common α-oxoketene N,S-acetal precursors
One-pot synthesis of 5-(substituted-amino)pyrazoles
Dodd, Dharmpal S.,Martinez, Rogelio L.
, p. 4265 - 4267 (2007/10/03)
An efficient and mild one-pot synthesis of substituted 5-alkylamino and/or 5-(arylamino)pyrazoles is described. A suitably decorated β-ketoamide, an aryl or alkyl hydrazine and Lawesson's reagent are suspended in THF/Py and gently heated to yield the requisite 5-aminopyrazoles.
