Synthesis and characterization of the first examples of ferrocene and [η5-CpCo(η4-C4Ph4)] derived 2-pyridones

作者: Karunesh Keshav , Anil J. Elias

DOI: 10.1016/J.INOCHE.2013.07.012

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摘要: Abstract Reactions of ferrocene and (η5-cyclopentadienyl)(η4-tetraphenylcyclobutadiene)cobalt derived alkynylaldehydes with p-anisidine gave the corresponding metal sandwich based alkynylimines, 4-methoxy-N-(3-ferrocenylprop-2-ynylidene)aniline 4-methoxy-N-[3-(η5-cyclopentadienyl)(η4-tetra-phenylcyclobutadiene)cobalt prop-2-ynylidene]aniline. The 1,4-nucleophilic addition sodium methylmalonate these alkynylimines first examples substituted 2-pyridones, [methyl 1-(4-methoxyphenyl)-2-oxo-4-ferrocenyl 1,2-dihydropyridine-3-carboxylate methyl 1-(4-methoxyphenyl) 2-oxo-4-(η5-cyclopentadienyl)(η4-tetra-phenylcyclobutadiene)cobalt in good yields. Reaction ethylmalonate alkylimine stable 2-pyridone, ethyl which was also structurally characterized.

参考文章(42)
Y. Wakatsuki, H. Yamazaki, E. Lindner, A. Bosamle, (1, 3‐Butadiene‐1, 4‐Diyl)(η5‐Cyclopentadienyl)‐(Triphenylphosphine)Cobalt with Various Substituents Inorganic Syntheses, Volume 26. pp. 189- 200 ,(2007) , 10.1002/9780470132579.CH34
Johann Polin, Herwig Schottenberger, Conversion of Methyl Ketones into Terminal Acetylenes: Ethynylferrocene Organic Syntheses. pp. 262- 262 ,(2003) , 10.1002/0471264180.OS073.27
Gérard Jaouen, Siden Top, Anne Vessières, Roger Alberto, New paradigms for synthetic pathways inspired by bioorganometallic chemistry Journal of Organometallic Chemistry. ,vol. 600, pp. 23- 36 ,(2000) , 10.1016/S0022-328X(00)00036-X
Geraint Jones, Christopher J. Richards, Metallocene-Appended Imidazoles Displaying Virtual Planar Chirality Organometallics. ,vol. 20, pp. 1251- 1254 ,(2001) , 10.1021/OM0009583
A. Vessières, Metal carbonyl tracers and the ferrocifen family: Two facets of bioorganometallic chemistry Journal of Organometallic Chemistry. ,vol. 734, pp. 3- 16 ,(2013) , 10.1016/J.JORGANCHEM.2012.12.020
Faustine Dubar, Sylvain Bohic, Christian Slomianny, Jean-Charles Morin, Patrick Thomas, Hadidjatou Kalamou, Yann Guérardel, Peter Cloetens, Jamal Khalife, Christophe Biot, In situ nanochemical imaging of label-free drugs: a case study of antimalarials in Plasmodium falciparum-infected erythrocytes Chemical Communications. ,vol. 48, pp. 910- 912 ,(2012) , 10.1039/C1CC16211J
M. D. Rausch, Recent studies in metal-cyclopentadienyl and metal-arene chemistry Pure and Applied Chemistry. ,vol. 30, pp. 523- 538 ,(1972) , 10.1351/PAC197230030523
Jing Yuan, Ken Chih-Chien Cheng, Ronald L Johnson, Ruili Huang, Sittiporn Pattaradilokrat, Anna Liu, Rajarshi Guha, David A Fidock, James Inglese, Thomas E Wellems, Christopher P Austin, Xin-zhuan Su, Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets. Science. ,vol. 333, pp. 724- 729 ,(2011) , 10.1126/SCIENCE.1205216