Relative lability of nitro group in meta-substituted nitrobenzenes treated with 4-bromophenol in the presence of potassium carbonate

Russian Journal of Organic Chemistry

Volumn 34, Issue 11, 1998, Pages 1655-1660

  Tabatskaya, A A ^a   Vyalkov, A I ^a   Morozov, S V ^a   Vlasov, V M ^a  

^a N N VOROZHTSOV NOVOSIBIRSK INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

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EID: 27844526710     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (38)

1. Beck, J.R., Tetrahedron, 1978, vol. 34, no. 14, pp. 2057-2068.
2. Terrier, E., Nucleophilic Aromatic Displacement: the Inuence of the Nitro Group, Weinheim: VCH Publishers Inc., 1991, pp. 21-29, 81-255.
3. Bartoli, G. and Todesco, R.E., Ass. Chem. Res., 1977, vol. 10, no. 4, pp. 125-132.
4. Miller, J., Aromatic Nucleophilic Substitution, Amsterdam: Elsevier, 1968, pp. 165-167.
5. Comprehensive Organic Synthesis, Trost, V., Ed., Oxford: Pergamon Press, 1991, vol. 4, part 2, pp. 423-450.
6. Effenberger, F. and Streicher, W., Chem. Ber., 1991, vol. 124, no. 1. S.157-162;
7. Maggini, M., Pasudetti, M., Gonsales-Trueba, G., Prato, M., Quintilly, U., and Scorrano, G., J. Org. Chem., 1991, vol. 56, no. 22, pp. 6406-6411.
8. Shevelev, S.A., Dutov, M. D., Vatsadze, I.A., Serushkina, O.V., Rusanov, A.L., and Andrievskii A.M., Mendeleev Commun., 1995, no. 4, pp. 157-158;
9. Shevelev, S.A., Dutov, M.D., and Serushkina, O.V., Izv. Akad. Nauk, Ser. Khim., 1995, no. 12, pp. 2528-2529.
10. Khalfina, I.A., Rogozhnikova, O.Yu., and Vlasov, V.M., Zh. Org. Khim., 1996, vol. 32, no. 9, pp. 1371-1377;
11. Khalfina, I.A. and Vlasov, V.M., Zh. Org. Khim., 1997, vol. 33, no. 5, pp. 725-730.
12. Tabshchkaya, A.A. and Vlasov, V.M., Zh. Org. Khim., 1996, vol. 32, no. 10, pp. 1555-1559.
13. Buncel, E., Dust, J.M., and Terrier, F., Chem. Rev., 1995, vol. 95, no. 7, pp. 2261-2280.
14. Makosha M., Izv. Akad. Nauk, Ser. Khim., 1996, no. 3, pp. 531-544.
15. Shein, S.M., Brovko, V.V., and Khmelinskaya, A.D., Zh. Org. Khim., 1970, vol. 6, no. 4, pp. 781-784;
16. Boiko, V.N., Shchupak, G.M., and Orlova, R.K., Zh. Org. Khim., 1992, vol. 28, no. 4, pp. 744-750.
17. Solkan, V.N. and Shevelev, S.A., Izv. Akad. Nauk, Ser. Khim., 1993, no. 11, pp. 1892-1896;
18. Solkan, V.N. and Shevelev, S.A., Izv. Akad. Nauk, Ser. Khim., 1995, no. 4, pp. 624-628.
19. Gold, V. and Rochester, S.N., J. Chem. Soc., 1964, no. 5, pp. 1692-1697.
20. Ustinov, V.A., Plakhtinskii, V.V., Mironov, G.S., and Ryabukhina, N.S., Osnovnoi organicheskii sintez i neftekhimiya (Main Chemical Synthesis and Petrochemistry), Leningrad: LTI, 1979, no. 12, pp. 54-58.
21. Ustinov, V.A., Ryabukhina.N.S., Plakhtinskii, V.V., Mironov, G.S., and Orlov, V.Yu., Dep. ONIITEKhlM., Cherkassy, 1981, no. 370-khp 81. Ref. Zh. Khim., 1981, 15B1111DP.
22. Stahly, G.R., J. Org. Chem., 1985, vol. 50, no. 17, pp. 3091-3094.
23. Williams, F.J. and Donahue, R.E., J. Org. Chem., 1978, vol. 43, no. 2, pp. 255-258;
24. Kaninskii, P.S., Plakhtinskii, V.V., Mironov, G.S., Ryabukhina, N.S., and P'yankova, G.V., Osnovnoi organicheskii sintez i neftekhimiya (Main Chemical Synthesis and Petrochemistry), Yaroslavl': Yaroslavsk. Politekhn. Inst., 1986, no. 22, pp. 67-71.
25. Williams, F.J. and Donahue, R.E., J. Org. Chem., 1978, vol. 43, no. 2, pp. 250-254.
26. Plakhtinskii, V.V., Ustinov, V.A., and Mironov, G.S., Izv. Vuzov, Ser. Khim. i Khim. Tekhnol., 1985, vol. 28, no. 1, pp. 3-18.
27. Williams, F.J. and Donahue, R.E., J. Org. Chem., 1977, vol. 42, no. 21, pp. 3414-3419.
28. Hansch, G., Leo, A., and Taft, R.W., Chem. Rev., 1991, vol. 91, no. 2, pp. 165-195.
29. Annulli, A., Mencarelli, R., and Stegel, F., J. Org. Chem., 1984, vol. 49, no. 21, pp. 4065-4067;
30. Patil, S.D. and Nair, R.M., J. Chem. Soc., Perkin Trans. II, 1988, no. 5, pp. 637-640.
31. Buncel, E., Crampton, M.R., Strauss, M.J., and Terrier, F., Electron Deficient Aromatic- and Heteroaromatic-Base Interactions. The Chemistry of Anionic Sigma Complexes, Amsterdam, Oxford, New York, Tokyo: Elsevier, 1984, pp. 173-176.
32. Gitis, S.S. and L'vovich, I.G., Zh. Obshch. Khim., 1964, vol. 34, no. 7, pp. 2250-2254;
33. Fendler, E.J., Fendler, J.N., Arthur, N.L., and Griffin, S.E., J. Org. Chem., 1972, vol. 37, no. 6, pp. 812-819.
34. Buncel, E. and Manderville, R.A., J. Phys. Org. Chem., 1993, vol. 6, no. 2, pp. 71-82.
35. Bennett, G.M. and Wain, R.L., J. Chem. Soc., 1936, pp. 1108-1114.
36. 2;
37. Bennett, G.M. and Wain, R.L., Sint. Org. Prep., 1952, vol. 3, pp. 214-216.
38. Young, J.G. and Onyebuagu, W., J. Org. Chem., 1990, vol. 55, no. 7, pp. 2155-2159.