70157-87-8Relevant academic research and scientific papers
Copper-Catalyzed Regioselective Coupling of Tosylhydrazones and 2-Pyridones: A Strategy for the Production of N-Alkylated Compounds
Wu, Ye-Bin,Wu, You-Zhi,Wu, Jian,Xu, Dan,Jiang, Hui,Chang, Wen-Wu,Ma, Chang-You
, p. 6918 - 6926 (2021)
The highly regioselective N-alkylation reaction of 2-pyridones was achieved through hydrazone chemistry, especially for substrates with bulky secondary alkyl groups. Described herein is a copper-catalyzed coupling reaction of pyridone derivatives with tosylhydrazones.
One-Pot Synthesis of Spirocyclic or Fused Pyrazoles from Cyclic Ketones: Calcium Carbide as the Carbon Source in Ring Expansion
Yu, Yue,Chen, Yang,Huang, Wei,Wu, Wanqing,Jiang, Huanfeng
, p. 9479 - 9486 (2017/09/23)
N-Tosylhydrazones generated in situ from cyclic ketones smoothly underwent a [3 + 2] cycloaddition to afford saturated spirocyclic pyrazoles and further transformed to the fused analogues via a ring expansion in certain cases. An inexpensive and renewable
Catalytic three-component one-pot reaction of hydrazones, dihaloarenes, and amines
Roche, Maxime,Hamze, Abdallah,Brion, Jean-Daniel,Alami, Mouad
supporting information, p. 148 - 151 (2013/05/08)
A new three-component assembly reaction between N-tosylhydrazones, dihalogenated arenes, and various primary and secondary amines was devised, producing nitrogen-containing 1,1'-diarylethylenes in good yields. The two C-C and C-N bonds formed through this
An efficient coupling of N-tosylhydrazones with 2-halopyridines: Synthesis of 2-α-styrylpyridines endowed with antitumor activity
Lawson, Marie,Hamze, Abdallah,Peyrat, Jean-Fran?ois,Bignon, Jér?me,Dubois, Joelle,Brion, Jean-Daniel,Alami, Mouad
, p. 3664 - 3673 (2013/06/26)
The synthesis of 2-α-styrylpyridines has been carried out by using the coupling of polyoxygenated N-tosylhydrazones with various 2-halopyridines. We demonstrated that the use of a catalytic amount of PdCl2(MeCN) 2 in combination with a bidentate ferrocene DPPF or a monodentate alkyl phosphine tBu2MeP-HBF4 constitutes an efficient protocol for this coupling, providing 2-α-styrylpyridines 2 in satisfactory to good yields. Among several polyoxygenated derivatives 2 evaluated, compound 2aa was found to exhibit excellent antiproliferative and antimitotic activities comparable to that of the reference compound isoCA-4. The Royal Society of Chemistry 2013.
Copper-mediated synthesis of 1,2,3-triazoles from N-tosylhydrazones and anilines
Chen, Zhengkai,Yan, Qiangqiang,Liu, Zhanxiang,Xu, Yiming,Zhang, Yuhong
supporting information, p. 13324 - 13328 (2014/01/06)
NNNifty targets: In a straightforward copper-mediated synthesis of 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles, readily available aniline and N-tosylhydrazone substrates underwent cyclization through Ci£N and Ni£N bond formation (see scheme
Conformationnally restricted naphthalene derivatives type isocombretastatin A-4 and isoerianin analogues: Synthesis, cytotoxicity and antitubulin activity
Rasolofonjatovo, Evelia,Provot, Olivier,Hamze, Abdallah,Rodrigo, Jordi,Bignon, Jérome,Wdzieczak-Bakala, Joanna,Desravines, Déborah,Dubois, Jo?lle,Brion, Jean-Daniel,Alami, Mouad
scheme or table, p. 22 - 32 (2012/07/27)
A novel series of dihydronaphtalene, tetrahydronaphtalene and naphtalene derivatives as restricted analogues of isoCA-4 were designed, synthesized and evaluated for their anticancer properties. High cell growth inhibition against four tumour cell lines was observed at a nanomolar level with dihydronaphtalenes 1d, e and 1h, tetrahydronaphtalene 2c and naphtalene 3c. Structure-activity relationships are also considered. These compounds exhibited a significant inhibitory activity toward tubulin polymerization (IC50 = 2-3 μM), comparable to that of isoCA-4. The effect of the lead compounds 1e and 2c on the cancer cells tested was associated with cell cycle arrest in the G 2/M phase. Docking studies reveal that these compounds showed a binding mode similar to those observed with their non-constraint isoCA-4 and isoerianin congeners.
Nonsteroidal estrogens bearing acyl azide functions: potential electrophilic and photoaffinity labeling agents for the estrogen receptor
Pinney, Kevin G,.,Carlson, Kathryn E.,Katzenellenbogen, John A.
, p. 222 - 232 (2007/10/02)
In an effort to develop novel affinity labeling agents for the estrogen receptor, we have synthesized two nonsteroidal ligands, a 1-aroyl-2-aryl tetralin system (1) and a 2-aryl-3-aroylbenzothiophene system (2).These agents, patterned after the Lilly a
STRUCTURE ELUCIDATION OF N-SUBSTITUTED FLAVANONE IMINES BY 13C-NMR SPECTROSCOPY
Janzso, Geza
, p. 261 - 264 (2007/10/02)
(E)-configuration (4) of flavanone hydrazone and of other flavanone imines has been established by 13C-NMR spectroscopic and chemical evidence.The results allow decision about the mechanism of the carbonyl reactions of flavanone.
