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Bromination regiochemistry of 4-Phenyl-2,7-dichloro-2H-chryseno-[6,5-e][1,2]phosphinine 2-oxide

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Abstract

Regioselective bromination of 4-phenyl-2,7-dichloro-2H-chryseno[6,5-e][1,2]phosphinine 2-oxide proceeded in the position 3 with the formation of 3-bromo-4-phenyl-2,7-dichloro-2H-chryseno[6,5-e][1,2] phosphinine 2-oxide; the structure of its 2-tert-butylamino derivative was established by XRD analysis and correlation spectroscopy.

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References

  1. Kumar, S. and Saravanan, S., Polycycl. Arom. Comp., 2009, vol. 29, p. 282.

    Article  CAS  Google Scholar 

  2. Tsuji, H., Ueda, Y., Ilies, L., and Nakamura, E., J. Am. Chem. Soc., 2010, vol. 132, p. 11854.

    Article  CAS  Google Scholar 

  3. Winzenberg, K.N., Kemppinen, P., Fanchini, G., Bown, M., Collis, G.E., Forsyth, C.M., Hegedus, K., Singh, Th.B., and Watkins, S.E., Chem. Mater., 2009, vol. 21, p. 5701.

    Article  CAS  Google Scholar 

  4. Paul, S., Jana, R., and Ray, J.K., Synlett., 2010, vol. 10, p. 1463.

    Google Scholar 

  5. Mushrif, S.H., Rey, A.D., and Peslherbe, G.H., J. Mater. Chem., 2010, vol. 20, p. 6859.

    Article  CAS  Google Scholar 

  6. Chang, H.-I., Huang, H.-T., Huang, C.-H., Kuo, M.-Y., and Wu, Y.-T., Chem. Commun., 2010, vol. 46, p. 7241.

    Article  CAS  Google Scholar 

  7. Mari, T., Fujita, K., and Kimura, M.J., Photopolymer. Sci. Technol., 2010, vol. 23, p. 317.

    Article  Google Scholar 

  8. Banik, B.K. and Becker, F.F., Eur. J. Med. Chem., 2010, vol. 45, p. 4687.

    Article  CAS  Google Scholar 

  9. Nikiforova, S.V., Pozdnyakova, N.N., Makarov, O.E., Chernyshova, M.P., and Turkovskaya, O.V., Microbiology, 2010, vol. 79, p. 456.

    Article  CAS  Google Scholar 

  10. Dobrydneva, Y., Williams, R.L., and Blackmore, P.F., J. Cardiovasc. Pharm., 2010, vol. 55, p. 522.

    CAS  Google Scholar 

  11. Kanaly, R.A. and Harayama, S., Microbiol. Biotechnol., 2010, vol. 3, p. 136.

    Article  CAS  Google Scholar 

  12. Buu-Hoi, N. and Lecocq, F., C.r., 1948, vol. 226, p. 87.

    CAS  Google Scholar 

  13. Archer, W.J., Taylor, R., Gore, P.H., and Kamounah, F.S., J. Chem. Soc., Perkin Trans. II, 1980, p. 1828.

    Google Scholar 

  14. Van Bladeren, P.J., and Jerina, D.M., Tetrahedron Lett., 1983, vol. 45, p. 4903.

    Article  Google Scholar 

  15. Cho, B.P. and Harvey, R.G., J. Org. Chem., 1987, vol. 52, p. 5668.

    Article  CAS  Google Scholar 

  16. Funke, K., Mueller, E. and Vadasz, L., J. Prakt. Chem., 1935, vol. 144, p. 265.

    Article  Google Scholar 

  17. Diels, O. and Gaedke, W., Ber., 1927, vol. 60, p. 140.

    Google Scholar 

  18. Schmidt, E., J. Prakt. Chem. 1874, vol. 9, p. 286.

    Google Scholar 

  19. Vollmann, H. and Becker, H., US Patent 2128684, 1938.

  20. Kern, W. and Tobler, R., US Patent 2272011, 1942.

  21. Altschuler, L. and Berliner, E., J. Am. Chem. Soc., 1966, vol. 88, p. 5837.

    Article  CAS  Google Scholar 

  22. Sarobe, M., Kwint, H.C., Fleer, T., Havenith, R.W. A., Jenneskens, L.W., Vlietstra, E.J., van, Lenthe, J.H., and Wesseling, J., Eur. J. Org. Chem., 1999, vol. 5, p. 1191.

    Article  Google Scholar 

  23. Bogdanov, A.V., Mironov, V.F., Krivolapov, D.B., Litvinov, I.A., Musin, R.Z., Latypov, Sh.K., and Konovalov, A.I., Mendeleev Sommun., 2005, vol. 15, p. 101.

    Article  Google Scholar 

  24. Graebe, S. and Hönigsberger, F., Lieb. Ann., 1900, vol. 311, p. 257.

    Article  CAS  Google Scholar 

  25. Altomare, A., Cascarano, G., Giacovazzo, C., and Viterbo, D., Acta Cryst. A., 1991, vol. 47, p. 744.

    Article  Google Scholar 

  26. Sheldrick, G.M., SHELX-97, Release 97-2, University of Goettingen, Goettingen, 1997.

    Google Scholar 

  27. Farrugia, L.J., J. Appl. Cryst., 1999, vol. 32, p. 837.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, Kazan, 420088, Russia

    A. V. Bogdanov, V. F. Mironov & A. B. Dobrynin

  2. Zavoiskii Kazan Physico-Technical Institute, Kazan Research Center, Russian Academy of Sciences, Kazan, Russia

    O. I. Gnezdilov

Authors
  1. A. V. Bogdanov
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  2. V. F. Mironov
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  3. A. B. Dobrynin
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  4. O. I. Gnezdilov
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Corresponding author

Correspondence to A. V. Bogdanov.

Additional information

Original English Text © A.V. Bogdanov, V.F. Mironov, A.B. Dobrynin, O.I. Gnezdilov, 2013, published in Zhurnal Organicheskoi Khimii, 2013, Vol. 49, No. 11, pp. 1644–1647.

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Bogdanov, A.V., Mironov, V.F., Dobrynin, A.B. et al. Bromination regiochemistry of 4-Phenyl-2,7-dichloro-2H-chryseno-[6,5-e][1,2]phosphinine 2-oxide. Russ J Org Chem 49, 1623–1627 (2013). https://doi.org/10.1134/S1070428013110109

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  • DOI: https://doi.org/10.1134/S1070428013110109

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