- Design, synthesis and biological evaluation of hydrazone derivatives as anti-proliferative agents
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A series of triaryl-substituted hydrazones as structural acyclic prototypes were synthesized and screened for anti-proliferative activity against breast (Michigan cancer foundation-7 and MD Anderson metastatic breast-231) and uterine cancer (Ishikawa) cel
- Shankar, Ravi,Rawal, Ravindra K.,Singh, Uma S.,Chaudhary, Preeti,Konwar, Rituraj,Hajela, Kanchan
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p. 1459 - 1468
(2017/06/05)
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- Synthesis of 4-Acylpyrazoles from Saturated Ketones and Hydrazones Featured with Multiple C(sp3)-H Bond Functionalization and C-C Bond Cleavage and Reorganization
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In this paper, an efficient and convenient one-pot synthesis of diversely substituted 4-acylpyrazole derivatives via copper-catalyzed one-pot cascade reactions of saturated ketones with hydrazones is reported. Mechanistically, the formation of the title compounds involves the in situ formation of an enone intermediate through the dehydrogenation of a saturated ketone and the [2 + 3] cyclization of the enone with hydrazone followed by an aromatization-driven C-C bond cleavage and reorganization. To our knowledge, this is the first example in which the biologically and pharmaceutically important yet otherwise difficult-to-obtain 4-acylpyrazole derivatives are directly prepared from saturated ketones and hydrazones featured with multiple aliphatic C-H bond functionalization and C-C bond cleavage and reorganization. Compared with literature methods, this novel process has advantages such as simple and economical starting materials, a sustainable oxidant, excellent regioselectivity, and good efficiency.
- Tian, Miaomiao,Shi, Xiaonan,Zhang, Xinying,Fan, Xuesen
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p. 7363 - 7372
(2017/07/26)
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- TEMPO-mediated Aza-diels-alder reaction: Synthesis of tetrahydropyridazines using ketohydrazones and olefins
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A novel, facile, and efficient method for the synthesis of tetrahydropyridazines by a one-pot tandem reaction of easily accessible ketohydrazones and olefins in the presence of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) has been successfully developed. The reaction involves the initial generation of azoalkenes from direct oxidative dehydrogenation of ketohydrazones using TEMPO as the commercially available oxidant, followed by a subsequent aza-Diels-Alder reaction with olefins.
- Yang, Xiu-Long,Peng, Xie-Xue,Chen, Fei,Han, Bing
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supporting information
p. 2070 - 2073
(2016/06/09)
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- The Fischer Indolisation of Cyclopropyl Phenyl Ketone and Cyclobutyl Phenyl Ketone Phenylhydrazones
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Reaction of cyclopropyl phenyl ketone (3) with an equimolar quantity of phenylhydrazine (6) in boiling ethanolic hydrogen chloride under reflux affords 2,3,4,5-tetrahydro-2,6-diphenylpyridazine (23) and 3-(2-chloroethyl)-2-phenylindole (22). 8b-Methoxy-,
- Robinson, Brian,Khan, Munir I.,Shaw, Mark J.
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p. 2265 - 2268
(2007/10/02)
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- Addition of Dimethyl Acetylenedicarboxylate to 1,2,3-Trisubstituted Indoles having no Hydrogen on the Carbon Atom attached to C-2.
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Addition of dimethyl acetylenedicarboxylate to seven 1,2,3-trisubstituted indoles having no hydrogen on the carbon atom attached to C-2, has yielded fourteen adducts which are mainly fused γ-lactones, but which include a new phenanthridine-dione, a novel spiro-dihydroindole, and a carbazole formed by the loss of methane.All structures were elucidated by spectroscopy.
- Letcher, Roy M.,Wai, John S. M.
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p. 514 - 536
(2007/10/02)
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