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New captodative polyheterofunctionalized cyclopentenones from 2,3,5-Trichloro-4,4-dimethoxy-5-(2-methylfuran-3-yl)cyclopent-2-en-1-one and secondary amines

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Abstract

2,3,5-Trichloro-4,4-dimethoxy-5-(2-methylfuran-3-yl)cyclopent-2-en-1-one reacted with secondary amines to give unusual AdNE-substitution-fragmentation products, 5-[(1Z,2E)-1-acetyl-3-dialkylaminoprop-2-en-1-ylidene]-3-dialkylamino-2-chloro-4,4-dimethoxycyclopent-2-en-1-ones.

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References

  1. Trost, B.H., Chem. Soc. Rev., 1982, vol. 11, p. 141.

    Article  CAS  Google Scholar 

  2. Paquette, L.A., Aldrichim. Acta, 1983, vol. 17, p. 43.

    Google Scholar 

  3. Roberts, S.M., Santoro, M., and Sickle, E., J. Chem. Soc., Perkin Trans. 1, 2002, p. 1735.

  4. Iguchi, K., Kaneta, S., Mori, K., Yamada, Y., Honde, A., and Mori, Y., Tetrahedron Lett., 1985, vol. 26, p. 5787; Suzuki, M., Morita, Y., Yanagisawa, A., Baker, B., Scheuer, P.J., and Noyori, R., J. Org. Chem., 1988, vol. 53, p. 286; Fukushima, M., Anti-Cancer Drugs, 1994, vol. 5, p. 131.

    Article  CAS  Google Scholar 

  5. Chia, Y.-Ch., Wu, J.-B., and Wu, Y.-Ch., Tetrahedron Lett., 2000, vol. 41, p. 2199; Li, X.-C., Ferreira, D., Jacob, M.R., Zhang, Q., Khan, S.I., Elsohly, H.N., Nagle, D.G., Smillie, T.J., Khan, I.A., Walker, L.A., and Clark, A.M., J. Am. Chem. Soc., 2004, vol. 126, p. 6872.

    Article  CAS  Google Scholar 

  6. Kabanyane, S., Decken, A., Yu, Ch.-M., and Strunz, G.M., Can. J. Chem., 2000, vol. 78, p. 270.

    Article  CAS  Google Scholar 

  7. Gilyazetdinov, Sh.Ya., Yusupova, Z.F., Saitova, M.Yu., Zarudii, F.S., Akhmetvaleev, R.R., Miftakhov, M.S., Akbutina, F.A., and Torosyan, S.A., Russian Patent no. 2 144 767; Byull. Izobret., 2000, no. 3.

  8. Tolstikov, G.A., Ismailov, S.A., Khalikov, R.M., and Miftakhov, M.S., Izv. Akad. Nauk SSSR, Ser. Khim., 1991, p. 2405.

  9. Ismailov, S.A., Doctoral (Chem.) Dissertation, Ufa, 1992.

  10. Akbutina, F.A., Yumagulova, S.A., Fatykhov, A.A., and Miftakhov, M.S., Izv. Ross. Akad. Nauk, Ser. Khim., 2002, p. 982.

  11. Akhmetvaleev, R.R., Imaeva, L.R., Belogaeva, T.A., and Miftakhov, M.S., Izv. Ross. Akad. Nauk, Ser. Khim., 1997, p. 1699.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Bashkortostan, Russia

    F. A. Gimalova, E. M. Minnibaeva & M. S. Miftakhov

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  1. F. A. Gimalova
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  2. E. M. Minnibaeva
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  3. M. S. Miftakhov
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Correspondence to F. A. Gimalova.

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Original Russian Text © F.A. Gimalova, E.M. Minnibaeva, M.S. Miftakhov, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 11, pp. 1655–1658.

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Gimalova, F.A., Minnibaeva, E.M. & Miftakhov, M.S. New captodative polyheterofunctionalized cyclopentenones from 2,3,5-Trichloro-4,4-dimethoxy-5-(2-methylfuran-3-yl)cyclopent-2-en-1-one and secondary amines. Russ J Org Chem 43, 1651–1655 (2007). https://doi.org/10.1134/S1070428007110115

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  • DOI: https://doi.org/10.1134/S1070428007110115

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