42165-20-8Relevant academic research and scientific papers
Facile one-pot synthesis of 1,3,5-trisubstituted pyrazoles from α,β-enones
Yu, Jin,Kim, Ko Hoon,Moon, Hye Ran,Kim, Jae Nyoung
, p. 1692 - 1696 (2014/07/07)
A practical and efficient one-pot synthesis of 1,3,5-trisubstituted pyrazoles from α,β-enones and arylhydrazine hydrochlorides has been developed. The pyrazoles were formed via a tandem formation of the corresponding pyrazolines and an acid-catalyzed aerobic oxidation process.
A robust protocol for Pd(ii)-catalyzed C-3 arylation of (1H) indazoles and pyrazoles: Total synthesis of nigellidine hydrobromide
Ye, Mengchun,Edmunds, Andrew J.F.,Morris, James A.,Sale, David,Zhang, Yejia,Yu, Jin-Quan
, p. 2374 - 2379 (2013/07/25)
C3-arylated indazole and pyrazoles are privileged structural motifs in agrochemicals and pharmaceuticals. C-3 C-H arylation of (1H) indazole and pyrazole has been a significant challenge due to the poor reactivity of the C-3 position. Herein, we report a practical Pd(ii)/Phen catalyst and conditions for the direct C-3 arylation of indazole and pyrazole with ArI or ArBr without using Ag additives as halide scavengers. The use of toluene, chlorobenzene, trifluoromethylbenzene and mesitylene as the solvent was found to be crucial for the selectivity and reactivity. We further demonstrate the robustness of this protocol through the first total synthesis of nigellidine hydrobromide as well as the expedient preparation of heterocycles structurally related to pesticides and drug molecules.
Regioselective synthesis of polysubstituted pyrazoles and isoxazoles
Katritzky,Wang,Zhang,Voronkov,Steel
, p. 6787 - 6791 (2007/10/03)
A regioselective synthesis has been developed for the preparation of unsymmetrical 1,3,5-triaryl-4-alkylpyrazolines and -pyrazoles by treatment of α-benzotriazolyl-α,β-unsaturated ketones with monosubstituted hydrazines followed by alkylation at the 4-position of the pyrazoline ring. Reaction of α-benzotriazolyl-α,β-unsaturated ketones with hydroxylamine gives 3,5-disubstituted isoxazoles regioselectively.
CYCLOADDITION DE QUELQUES DIARYLNITRILIMINES SUR DIVERSES ARYLIDENE-2 INDANONES-1. REGIO ET DIASTEREOCHIMIES DES SPIROPYRAZOLINES SYNTHETISEES
Kerbal, Abdelali,Tshiamala, Kabula,Vebrel, Joel,Laude, Bernard
, p. 149 - 162 (2007/10/02)
Spiropyrazolines have been synthetized by 1,3-dipolar cycloaddition of some 2-arylidene 1-indanones with diarylnitrilimines.It is shown that ringclosure reaction is regiospecific, yielding stereohomogeneous spiropyrazolines in one step.The relative config
An Unambiguous Synthesis of Pyrazoles by Sulphur Extrusion from 1,2,6-Thiadiazines
Barluenga, Jose,Lopez-Ortiz, J. Francisco,Tomas, Miguel,Gotor, Vicente
, p. 1891 - 1895 (2007/10/02)
Di-imines (1) react with thionyl chloride and sulphur monochloride and dichloride giving different 1,2,6-thiadiazine S-oxides (3) and 1,2,6-thiadiazines (4), respectively.These last two compounds lead, by heating, to pyrazoles (6) via thermal extrusion of
