A novel two-step preparation of enaminoketones by amination of α,β-unsaturated ketones with methoxyamine
作者： Shinzo Seko , Nobuhiro Tani
DOI: 10.1016/S0040-4039(98)01801-2
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摘要: Abstract β-Methoxyaminoketones, derived from the addition of methoxyamine to 1,3-diaryl-2-propen-1-one underwent base-induced β-elimination furnish corresponding enaminoketones in good moderate yields. The reaction conditions and substituents on substrates significantly influenced selectivity production enaminoketone and/or aziridineketone.
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Naomichi Furukawa, Toshiaki Yoshimura, Masami Ohtsu, Takeshi Akasaka, Shigeru Oae, One step synthesis of aziridines by the Michael type addition of free sulfimides: Preparation and absolute configuration of optically active acylaziridines Tetrahedron. ,vol. 36, pp. 73- 80 ,(1980) , 10.1016/0040-4020(80)85027-7
Choji Kashima, Shinji Tobe, Noboru Sugiyama, Makoto Yamamoto, The Alkylation of 3,5-Dimethylisoxazole Bulletin of the Chemical Society of Japan. ,vol. 46, pp. 310- 313 ,(1973) , 10.1246/BCSJ.46.310
Angel Alberola, Jos� M. Andr市, Alfonso Gonz�ez, Rafael Pedrosa, Martina Vicente, The Reaction of b-Aminoenones with a-Amino Derivatives. Synthesis of 2-Functionalized Pyrroles Heterocycles. ,vol. 31, pp. 1049- 1058 ,(1990) , 10.3987/COM-90-5332
A. H. Blatt, The Addition of Methoxyamine to α,β-Unsaturated Ketones and the Rearrangement of β-Methoxyaminoketones Journal of the American Chemical Society. ,vol. 61, pp. 3494- 3499 ,(1939) , 10.1021/JA01267A080
Yasumitsu Tamura, Kunihiro Sumoto, Hiroshi Matsushima, Hiroshi Taniguchi, Masazumi Ikeda, Reactions of N-substituted arylsulfilimines with acylating agents and with activated halobenzenes, alkynes, and alkenes The Journal of Organic Chemistry. ,vol. 38, pp. 4324- 4328 ,(1973) , 10.1021/JO00964A025
Alan J. Gushurst, William L. Jorgensen, Computer-assisted mechanistic evaluation of organic reactions. 12. pKa predictions for organic compounds in Me2SO Journal of Organic Chemistry. ,vol. 51, pp. 3513- 3522 ,(1986) , 10.1021/JO00368A023
Takahiro Hosokawa, Minoru Takano, Yoshichika Kuroki, Shun-Ichi Murahashi, Palladium(II)-catalyzed amidation of alkenes Tetrahedron Letters. ,vol. 33, pp. 6643- 6646 ,(1992) , 10.1016/S0040-4039(00)61007-9
T. Sasaki, K. Kanematsu, A. Kakehi, Nucleophilic reactions of N-ethoxycarbonyliminopyridinium ylide with α,β-unsaturated carbonyl compounds Tetrahedron. ,vol. 28, pp. 1469- 1476 ,(1972) , 10.1016/0040-4020(72)88029-3
T. C. Bissot, R. W. Parry, D. H. Campbell, The Physical and Chemical Properties of the Methylhydroxylamines1 Journal of the American Chemical Society. ,vol. 79, pp. 796- 800 ,(1957) , 10.1021/JA01561A005
Norman H. Cromwell, Norval G. Barker, Ronald A. Wankel, Phillip J. Vanderhorst, Frank W. Olson, J. Hill Anglin, Ethylene Imine Ketones. VII.1 Stereochemical Configurations, Absorption Spectra and Reactions with Phenylhydrazine2 Journal of the American Chemical Society. ,vol. 73, pp. 1044- 1051 ,(1951) , 10.1021/JA01147A048