90276-22-5Relevant academic research and scientific papers
Iron catalyzed oxidative assembly of N-heteroaryl and aryl metal reagents using oxygen as an oxidant
Liu, Kun Ming,Liao, Lian Yan,Duan, Xin Fang
supporting information, p. 1124 - 1127 (2015/01/09)
An equivalent amount of N-heteroaryl and aryl Grignard or lithium reagents, after mediation by an equivalent of titanate, was facilely coupled to furnish N-heteroaryl-aryl compounds under the catalysis of FeCl3/TMEDA at ambient temperature using oxygen as an oxidant. Most of the common N-heteroaryls were all good candidates, and thus provided a general, green and pratical protocol for the flexible construction of various N-heteroaryl-aryl structures. This journal is
3,4-Dihydro-2H-pyran promoted aerobic oxidative aromatization of 1,3,5-trisubstituted pyrazolines and Hantzsch 1,4-dihydropyridines
Banerjee, Dipanwita,Kayal, Utpal,Karmakar, Rajiv,Maiti, Gourhari
supporting information, p. 5333 - 5337 (2015/01/08)
An unprecedented facile oxidation of 1,3,5-trisubstituted pyrazolines and Hantzsch 1,4-dihydropyridines (DHPs) to the corresponding pyrazoles and pyridines was observed, mediated by 3,4-dihydro-2H-pyran in air. The reaction showed excellent reactivity, functional group tolerance, and high yield without using any metal and/or halogen based oxidizing agents.
Synthesis of 1 H-indazoles and 1 H-pyrazoles via FeBr3/O 2 mediated intramolecular C-H amination
Zhang, Tianshui,Bao, Weiliang
, p. 1317 - 1322 (2013/04/10)
A new synthesis of substituted 1H-indazoles and 1H-pyrazoles from arylhydrazones via FeBr3/O2 mediated C-H activation/C-N bond formation reactions is reported. The corresponding 1,3-diaryl-substituted indazoles and trisubstituted pyr
Synthesis of tri- and tetrasubstituted pyrazoles via Ru(II) catalysis: Intramolecular aerobic oxidative C-N coupling
Hu, Jiantao,Chen, Shi,Sun, Yonghui,Yang, Jing,Rao, Yu
supporting information, p. 5030 - 5033,4 (2012/12/12)
An unprecedented ruthenium(II)-catalyzed intramolecular oxidative C-N coupling method has been developed for the facile synthesis of a variety of synthetically challenging tri- and tetrasubstituted pyrazoles. Dioxygen gas is employed as the oxidant in this transformation. The reaction demonstrates excellent reactivity, functional group tolerance, and high yields.
Synthesis of 1,3,5-trisubstituted pyrazolines via Zn(ii)-catalyzed double hydroamination of enynes with aryl hydrazines
Patil, Nitin T.,Singh, Vipender
supporting information; experimental part, p. 11116 - 11118 (2011/11/29)
An efficient Zn(ii)-catalyzed intermolecular double hydroamination of 1,3-enynes with aryl hydrazines, for the synthesis of pyrazolines, has been discussed.
Regioselective synthesis of multisubstituted pyrazoles via cyclocondensation of β-thioalkyl-α,β-unsaturated ketones with hydrazines
Jin, Weiwei,Yu, Haifeng,Yu, Zhengkun
experimental part, p. 5884 - 5887 (2011/12/02)
Multisubstituted pyrazoles were efficiently synthesized by cyclocondensation of β-thioalkyl-α,β-unsaturated ketones with hydrazines under relatively mild conditions. A one-pot synthetic protocol through tandem Liebeskind-Srogl cross-coupling/cyclocondensation using a-oxo ketene dithioacetals as the starting materials was also realized for the same purpose.
Highly regioselective synthesis of 1-aryl-3,4,5-substituted pyrazoles
Gosselin, Francis,O'Shea, Paul D.,Webster, Robert A.,Reamer, Robert A.,Tillyer, Richard D.,Grabowski, Edward J. J.
, p. 3267 - 3270 (2008/09/17)
A highly regioselective synthesis of 1-aryl-3,4,5-substituted pyrazoles based on the condensation of 1,3-diketones with arylhydrazines is described. The reaction proceeds at room temperature in N,N-dimethylacetamide and furnishes pyrazoles in 59-98% yield
An efficient aerobic oxidative aromatization of Hantzsch 1,4-dihydropyridines and 1,3,5-trisubstituted pyrazolines
Han, Bing,Liu, Zhengang,Liu, Qiang,Yang, Li,Liu, Zhong-Li,Yu, Wei
, p. 2492 - 2496 (2007/10/03)
4-Substituted Hantzsch 1,4-dihydropyridines and 1,3,5-trisubstituted pyrazolines were oxidized to the corresponding pyridines and pyrazoles, respectively, in high yields by molecular oxygen in the presence of catalytic amount of N-hydroxyphthalimide (NHPI
Palladium-catalyzed coupling of pyrazole triflates with arylboronic acids
Dvorak, Curt A.,Rudolph, Dale A.,Ma, Sandy,Carruthers, Nicholas I.
, p. 4188 - 4190 (2007/10/03)
A general protocol for the palladium-mediated Suzuki coupling reaction of pyrazole inflates and aryl boronic acids has been developed. The use of additional dppf ligand was determined to increase product yields allowing for the use of a broad range of rea
Scope and limitations in the regioselective synthesis of 1,3,5-trisubstituted pyrazoles from β-amino enones and hydrazine derivatives. 13C-chemical shift prediction rules for 1,3,5-trisubstituted pyrazoles
Alberola, Angel,Calvo Bleye, Luis,Gonza?lez-Ortega, Alfonso,Sa?daba, M.Luisa,San?udo, M.Carme
, p. 331 - 352 (2007/10/03)
β-amino enones react with hydrazine derivatives to give regioselectively 1,3,5-trisubstituted pyrazoles. The synthetic method only presents limitations when the β-substituent of the enone and the hydrazine substituent are bulky or possess an electron withdrawing character. Comparison of the 13C-NMR spectra of the seventy pyrazoles allowed us to estimate a 13C-chemical shift prediction rule for 1,3,5-trisubstituted pyrazoles, with deviations of less than ± 1 ppm.
