Abstract
Azodicarboxylic acidN-phenylimide reacts with 1-acetyl-3-(2-ferrocenylethenyl)-5-ferrocenyl-2-pyrazoline according to the [4+2]-cycloaddition mechanism to form a Diels—Alder adduct. Under analogous conditions, 1-acetyl-5-ferrocenyl-3-(1-cyclohexenyl)-substituted 2-pyrazolines containing allylic hydrogen atoms give monoene addition products.
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E. G. Perevalova, M. D. Reshetova, and K. I. Grandberg,Metody elementoorganicheskoi khimii: zhelezoorganicheskie soedineniya. Ferrotsen [Methods of Organometallic Chemistry. Organoiron Compounds. Ferrocene] Nauka, Moscow, 1983, 484 pp. (in Russian).
E. I. Klimova, V. N. Postnov, N. N. Meleshonkova, M. Martinez Garcia, and A. S. Zaks,Khim.-Farm. Zh., 1994,28, 33 [Pharm. Chem. J., 1994,28 (Engl. Transl.)].
E. I. Klimova, V. N. Postnov, N. N. Meleshonkova, A. S. Zaks, and E. M. Chukichev,Khim.-Farm. Zh., 1992,26, 34 [Pharm. Chem. J., 1992,26 (Engl. Transl.)].
E. I. Klimova, V. N. Postnov, N. N. Meleshonkova, A. S. Zaks, and V. V. Yushkov,Khim.-Farm. Zh., 1992,26, 69 [Pharm. Chem. J., 1992,26 (Engl. Transl.)].
A. N. Nesmeyanov, V. N. Postnov, E. I. Klimova, and V. A. Sazonova,Izv. Akad. Nauk SSSR, Ser. Khim., 1979, 239 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1979,28 (Engl. Transl.)].
E. I. Klimova, L. Ruiz Ramirez, M. Martinez Garcia. R. G. Espinosa, and N. N. Meleshonkova,Izv. Akad. Nauk. Ser. Khim., 1996, 2743 [Russ. Chem. Bull., 1996,45, 2702 (Engl. Transl.)].
E. I. Klimova, M. Martinez Garcia, T. Klimova-Berestneva, C. Alvarez Toledano, R. A. Toscano, and L. Ruiz Ramirez,J. Organomet. Chem., 1999,585, 106.
E. I. Klimova, M. Martinez Garcia, T. Klimova-Berestneva, L. Ruiz Ramirez, S. Al'vares Toledano, and R. A. Toscano,Izv. Akad. Nauk, Ser. Khim., 1999, 765 [Russ. Chem. Bull., 1999,48, 761 (Engl. Transl.)].
A. N. Nesmeyanov, V. A. Sazonova, V. N. Postnov, and A. M. Baran,Izv. Akad. Nauk SSSR, Ser. Khim., 1979, 902 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1979,28 (Engl. Transl.)].
B. T. Gillis and P. E. Beck,J. Org. Chem., 1962,27, 1947.
B. Franzus,J. Org. Chem., 1963,28, 2954.
W. A. Thaler and B. Franzus,J. Org. Chem., 1964,29, 2226.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 908–913, May, 2000.
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Klimova, E.I., Martinez Garcia, M., Klimova, T. et al. 3-Alkenyl-5-ferrocenyl-2-pyrazolines in reactions with azodicarboxylic acidN-phenylimide. Russ Chem Bull 49, 906–911 (2000). https://doi.org/10.1007/BF02494717
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DOI: https://doi.org/10.1007/BF02494717