41443-37-2Relevant academic research and scientific papers
Pd-Catalyzed N-Arylations of 3-Aryl-1-tosyl-1H-pyrazol-5-amines with Arylbromides and the Migration of Ts Group
He, Jing,Yang, Zhen,Li, Weiwei,Wei, Yueting,Dai, Bin,Zhao, Jixing,Liu, Ping
, p. 2641 - 2652 (2021)
An efficient palladium-catalyzed N-arylations of 3-aryl-1-tosyl-1H-pyrazol-5-amines with arylbromides is established. A series of diversified N-arylated products are obtained in excellent yields with broad substrate scope. Importantly, the N-arylated products undergo 1,4- and 1,6-migration reactions of Ts group under the action of Cs2CO3, affording the N-Ts-substituted pyrroles as major products (1,6-migration). Similar results can also be directly obtained by palladium-catalyzed reactions of 3-aryl-1-tosyl-1H-pyrazol-5-amines with arylbromides in the presence of Cs2CO3 as a base. Mechanistic studies reveal that the Ts-migration is achieved through an intermolecular pathway.
Tetrabutylammonium Iodide Mediated Sulfenylation of Poly-substituted 1 H -Pyrazol-5-amines with Arylsulfonyl Hydrazides
He, Jing,Wei, Yueting,Li, Xuezhen,Dai, Bin,Liu, Ping
, p. 490 - 498 (2021/10/21)
A TBAI-mediated sulfenylation of N,3-diaryl-1-arylsulfonyl-1H-pyrazol-5-amines with arylsulfonyl hydrazides has been established, and an expanded inventory of N,5-diaryl-4-(arylthio)-1H-pyrazol-3-amines was constructed through C-S bond formation and N-S bond breaking. Mechanistic investigations suggest thiosulfonate as a key intermediate in the sulfenylation, and the detosylation is promoted by the generated arylsulfinic acid. The method is characterized by simple operating conditions, broad substrate range as well as gramscale reaction.
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
supporting information; experimental part, 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
Synthesis of amino substituted pyrazoles
Singh, Okram Mukherjee,Ahmed, Mohammad Farooque,Singh, Sarangthem Joychandra,Lee, Sang-Gyeong
, p. 229 - 232 (2008/02/09)
An efficient and convenient synthesis of substituted pyrazoles with aryl and heteroarylamino substituents attached to the C-3 and C-5 positions by the action of hydrazine hydrate on either ketene N,S-acetals or mixed N,N-aminals hydrate is reported.
Synthesis of aminopyrazoles from α- oxoketene O,N-acetals using Montmorillonite K-10/Ultrasound
Braibante, Mara E. F.,Braibante, Hugo T. S.,Da Roza, Juliano K.,Henriques, Danielle M.,De Carvalho Tavares, Luciana
, p. 1160 - 1162 (2007/10/03)
5(3)-Amino-3(5) phenylpyrazoles 3a-f have been conveniently prepared by condensation of α-oxoketene O,N-acetals 2a-g with hydrazine using montmorillonite K-10 as solid support under sonication.
Reaction of Polarized Keten S,N-Acetals with Hydrazine: A Facile General Route to 3(5)-Substitutedamino-4,5(3)-substitutedpyrazoles
Vishwakarma, J. N.,Chowdhury, B. K. Roy,Ila, H.,Junjappa, H.
, p. 472 - 476 (2007/10/02)
A convenient general route for 3(5)-aryl-5(3)-N-aryl/alkyl/benzyl/amino-1(H)-pyrazoles (2a-r) and 3(5)-amino-5(3)-arylamino-4-cyano/aryl-pyrazoles (5a-c) has been developed involving the reaction of respective polarized keten S,N-acetals with hydrazine hy
