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Thematische Bibliographien / Ketenimine

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Zeitschriftenartikel

Auswahl der wissenschaftlichen Literatur zum Thema „Ketenimine“

Autor: Grafiati

Veröffentlicht am 18. Mai 2024

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Zeitschriftenartikel zum Thema "Ketenimine"

1

Baradarani, M., RH Prager, and K. Schafer. "The Chemistry of 5-Oxodihydroisoxazoles. XV. Reaction of Derived Ketenimines With Enamines and Enolates." Australian Journal of Chemistry 49, no. 8 (1996): 911. http://dx.doi.org/10.1071/ch9960911.

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Reaction of 2-heterocyclisoxazol-5(2H)-ones with bases leads to the formation of ketenimines, which react with nucleophiles in competition with intramolecular reactions. Such reactions in the presence of enamines, enamine anions or enolates are reported. Enamines undergo addition through carbon and nitrogen to the ketenimine in competition with direct addition-elimination to the isoxazolone. Enolates of imines or ketones add to the ketenimine to give a mixture of products: only the reaction with the enolate of cyclohexanone is sufficiently specific to provide a useful new synthetic procedure.

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2

Ang, KH, RH Prager, and CM Williams. "The Chemistry of 5-Oxodihydroisoxazoles. XII. Trapping of Derived Ketenimines With Lithium Amides and Alkyllithiums." Australian Journal of Chemistry 48, no. 1 (1995): 55. http://dx.doi.org/10.1071/ch9950055.

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Isoxazolones unsubstituted at C3 react with lithium amides or alkyllithiums to give ketenimines . The presence of an ethoxycarbonyl group at C4 allows capture of this species by addition of a second equivalent of the lithiated species to give enolates which can be alkylated in situ. The presence of a phenyl group at C4 gives a ketenimine which reacts intramolecularly in the presence of lithium amides, whereas alkyllithiums undergo addition in synthetically useful processes.

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3

Yavari, Issa, Farough Nasiri, Hoorieh Djahaniani, and Hamid R. Bijanzadeh. "Synthesis and Dynamic NMR Study of Fluorinated Dialkyl 2-[(tert-butylimino)-methylene]-3-[(2-alkoxy-2-oxoacetyl)-2-fluoroanilino]-succinates." Journal of Chemical Research 2005, no. 8 (2005): 537–39. http://dx.doi.org/10.3184/030823405774663372.

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The 1:1 adduct produced in the reaction between tert-butyl isocyanide and dialkyl acetylenedicarboxylates was trapped by alkyl 2-fluoro-anilino-2-oxo-acetates or ethyl 2-oxo-2-(trifluoromethylanilino)-acetate to produce functionalised ketenimines in good yields. Dynamic NMR effects were observed in the 1H NMR spectra of these compounds as a result of restricted rotation around the single bond linking the aryl group to the ketenimine system. The free energy of activation (ΔG≠) for this process is 64.9–66.5 kJ mol−1.

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4

Alajarín, Mateo, Baltasar Bonillo, Pilar Sánchez-Andrada, Ángel Vidal, and Delia Bautista. "Intramolecular Ketenimine−Ketenimine [2 + 2] and [4 + 2] Cycloadditions†." Journal of Organic Chemistry 72, no. 15 (2007): 5863–66. http://dx.doi.org/10.1021/jo0704661.

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5

He, Wenxing, Xiaojun Tan, Nana Wang, and Hong Zhang. "Theoretical study on the mechanism of the cycloaddition reaction between ketenimine and hydrogen cyanide." Journal of the Serbian Chemical Society 81, no. 2 (2016): 187–95. http://dx.doi.org/10.2298/jsc150504091h.

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The cycloaddition reaction mechanism between interstellar molecules ketenimine and HCN has been investigated employing the second-order M?ller-Plesset perturbation theory (MP2) method in order to better understand the reactivity of nitrogenous cumulene ketenimine with carbon-nitrogen triple bond compound HCN. Geometry optimizations and vibrational analyses have been performed for the stationary points on the potential energy surfaces of the system. The calculated results show that it can be produced the five-membered cyclic carbene intermediates through pericyclic reaction processes between ketenimine and HCN. Through the following H-transfer processes, carbene intermediates can isomerize to the pyrazole and imidazole compounds, respectively. The present study is helpful to understand the formation of prebiotic species in interstellar space.

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6

Brown, RFC, KJ Coulston, and FW Eastwood. "Intramolecular Trapping of a Ketenimine Carbene Formed on Flash Vacuum Pyrolysis of 3-Phenylimino-3H-indazole and 3-Phenyliminoisobenzofuran-1-one." Australian Journal of Chemistry 47, no. 1 (1994): 47. http://dx.doi.org/10.1071/ch9940047.

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Flash vacuum pyrolysis of 3-phenylimino-3H-indazole yielded biphenylene , benzonitrile and, by loss of dinitrogen followed by intramolecular trapping of a ketenimine carbene intermediate, the isomers fluorenimine , phenanthridine and 2-phenylbenzonitrile.Pyrolysis of 3-phenyliminoisobenzofuran-1-one gave the same five products together with N- phenylphthalimide . It is proposed that the same ketenimine carbene intermediate is involved in the two reactions. Pyrolysis of 3-o-tolylimino- and 3-benzylimino-isobenzofuran-1-one led to fragmentation without intramolecular trapping. Pyrolysis of 3-t-butyliminoisobenzofuran-1-one gave o-cyanobenzoic acid.

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7

Saraví Cisneros, Hebe, Sergio Laurella, Danila L. Ruiz, Agustín Ponzinibbio, Patricia E. Allegretti, and Jorge J. P. Furlong. "Spectrometric Study of the Nitrile-Ketenimine Tautomerism." International Journal of Spectroscopy 2009 (September 9, 2009): 1–18. http://dx.doi.org/10.1155/2009/408345.

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Mass spectrometry is used to evaluate the occurrence of the nitrile-ketenimine tautomerism. Mass spectra of two differently substituted nitriles, ethyl-4,4-dicyano-3-methyl-3-butenoate and diethyl-2-cyano-3-methyl-2-pentenodiate are examined looking for common mass spectral behaviors. Ion fragmentation assignments for specific tautomers allow to predict the presence of the corresponding structures. Additionally, the mass spectrum and nuclear magnetic resonance spectra of ethyl-4,4-dicyano-2,2-diethyl-3-methyl-3-butenoate and that of the corresponding amination product support the occurrence of the ketenimine tautomer in the equilibrium.

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8

Capuano, Lilly, and Keramatollah Djokar. "N-Funktionalisierte Ketenimine, II." Liebigs Annalen der Chemie 1985, no. 12 (1985): 2305–12. http://dx.doi.org/10.1002/jlac.198519851202.

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9

Cen, Mengjie, Qiaoyi Xiang, Yiwen Xu та ін. "Synthesis of α-cyano sulfone via thermal rearrangement of 1,4-disubstituted triazole mediated by carbene and radical species". Organic Chemistry Frontiers 7, № 3 (2020): 596–601. http://dx.doi.org/10.1039/c9qo01340g.

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10

Chauhan, Dinesh Pratapsinh, Sreejith J. Varma, Mahesh Gudem, et al. "Intramolecular cascade rearrangements of enynamine derived ketenimines: access to acyclic and cyclic amidines." Organic & Biomolecular Chemistry 15, no. 22 (2017): 4822–30. http://dx.doi.org/10.1039/c7ob00499k.

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