Skip to main content
SpringerLink
Log in

Heterocyclization of 2-indolinone derivatives (A review)

  • Drug Synthesis Methods and Manufacturing Technology
  • Published:
Pharmaceutical Chemistry Journal Aims and scope

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

References

  1. G. I. Zhungietu,Oxindole and Its Derivatives [in Russian], Shtiintsa, Kishinev (1975).

    Google Scholar 

  2. G. M. Karp,Org. Prep. Proced. Int.,25(5), 483–513 (1993).

    Article  Google Scholar 

  3. A. C. Coda, D. Desimoni, P. Pappalardo, et al.,Tetrahedron,41(12), 2545–2555 (1985).

    Article  CAS  Google Scholar 

  4. Y. Luo, Q. Yu, L. Chrisey, et al.,Heterocycles,31(2), 283–287 (1990).

    Article  CAS  Google Scholar 

  5. Q.-S. Yu and A. Brossi,Heterocycles,27, 1709 (1988).

    Article  CAS  Google Scholar 

  6. J. Reisch, H. Labitzke, and A. Bathe,Arch. Pharm. (Weinheim),321(4), 247–248 (1988).

    CAS  Google Scholar 

  7. P. A. Grieco and A. Carroll,Tetrahedron Lett.,33(31), 4401–4404 (1992).

    Article  CAS  Google Scholar 

  8. M. S. Morales-Rios, M. A. Busio, and P. Joseph-Nathan,Tetrahedron Lett.,35(6), 881–882 (1994).

    Article  CAS  Google Scholar 

  9. J. N. Wells, J. N. Davisson, W. R. Campbell, et al.,J. Med. Chem.,16(6), 700–703 (1973).

    Article  PubMed  CAS  Google Scholar 

  10. J. M. D. Storey, C. M. Carthy, and K. Jones,J. Chem. Soc., Chem. Commun., No.13, 892–893 (1991).

    Article  Google Scholar 

  11. S. Yu. Ryabova and V. G. Granik, USSR Inventor's Certificate No. 1 735 285,Byull. Izobret., No. 19, 102 (1992).

    Google Scholar 

  12. S. Yu. Ryabova and V. G. Granik,Mendeleev Commun., No.2, 59–60 (1992).

    Article  Google Scholar 

  13. S. Yu. Ryabova, N. Z. Tugusheva, N. P. Solov'eva, et al.,Khim.-Farm. Zh.,27(11), 21–26 (1993).

    CAS  Google Scholar 

  14. S. Yu. Ryabova, L. M. Alekseeva, and V. G. Granik,Khim. Geterotsikl. Soedin., No. 9, 1199–1204 (1991).

    Google Scholar 

  15. S. Yu. Ryabova, Yu. I. Trofimkin, L. M. Alekseeva, et al.,Khim.-Farm. Zh.,29(9), 22–29 (1995).

    CAS  Google Scholar 

  16. A. Mertens, W. Saal, H. Berger, et al., FRG Application No. 3530825,Chem. Abstr.,106, 176166e (1987).

    Google Scholar 

  17. W. Saal, J. P. Hoelck, W. Kampe, et al.,J. Med. Chem.,32(7), 1481–1491 (1989).

    Article  PubMed  Google Scholar 

  18. J. Levi, D. Royer, J. Guilhem, et al.,Bull. Soc. Chim. Fr., No.1, 193–198 (1987).

    Google Scholar 

  19. A. Mertens, B. Mueller-Beckman, W. Kampe, et al.,J. Med. Chem.,30(8), 1279–1287 (1987).

    Article  PubMed  CAS  Google Scholar 

  20. A. Mertens, J. P. Hoelck, H. Berger, et al., US Patent No. 4835280;Chem. Abstr.,112, 20899j (1990).

    Google Scholar 

  21. A. Mertens, J. P. Hoelck, W. Kampe, et al., FRG Application No. 3445669;Chem. Abstr.,105, 153063j (1986).

    Google Scholar 

  22. J. P. Hoelck, W. Kampe, A. Mertens, et al., FRG Application No. 3417643;Chem. Abstr.,104, 186410c (1986).

    Google Scholar 

  23. J. P. Hoelck, A. Mertens, W. Kampe, et al., EEC patent No. 161632;Chem. Abstr.,104, 207267d (1986).

    Google Scholar 

  24. M. Paal, W. Stenzel, R. Brueckner, et al., FRG Application No. 4027952;Chem. Abstr.,116, 235629q (1992).

    Google Scholar 

  25. V. Saal, W. Friebe, G. Walter, et al., FRG Application No. 3626664;Chem. Abstr.,109, 93020p (1988).

    Google Scholar 

  26. S. Mataka, A. Hosoki, K. Takahashi, et al.,J. Heterocycl. Chem.,17(8), 1681–1685 (1980).

    CAS  Google Scholar 

  27. G. Tacconi, A. Gamba, F. Marinone, et al.,Tetrahedron,27(3), 561–579 (1971).

    Article  CAS  Google Scholar 

  28. G. Tacconi, P. Jadarola, F. Marinone, et al.,Tetrahedron,31(9), 1179 (1975).

    Article  CAS  Google Scholar 

  29. G. Tacconi, A. C. Piccolini, P. F. Righetti, et al.,J. Chem. Soc., Perkin Trans. I, No.11, 1248–1253 (1976).

    Article  Google Scholar 

  30. G. Tacconi, A. G. Invernizzi, G. Desimoni,J. Chem. Soc., Perkin Trans. 1, No.17, 1872–1879 (1976).

    Article  Google Scholar 

  31. G. Tacconi, F. Marinone, A. Gamba, et al.,Tetrahedron,28(6), 1517–1527 (1972).

    Article  CAS  Google Scholar 

  32. P. P. Righetti, A. Gamba, G. Tacconi, et al.,Tetrahedron,37(9), 1779–1785 (1981).

    Article  CAS  Google Scholar 

  33. P. P. Righetti, G. Tacconi, A. C. Piccolini, et al.,J. Chem. Soc., Perkin Trans. 1, No.4, 863–868 (1979).

    Article  Google Scholar 

  34. H. Bartsch, F. Eiden, and H. Buchborn,Arch. Pharm. (Weinheim),315(6), 481–490 (1982).

    CAS  Google Scholar 

  35. F. Eiden and H. Dobinsky, FRG Application No. 2206446;Chem. Abstr.,79, 115552e (1973).

    Google Scholar 

  36. F. Eiden and H. Dobinsky,Liebigs Ann. Chem., No.12, 1981–1995 (1974).

    Google Scholar 

  37. G. I. Zhungietu, G. A. Dragalina, and G. N. Dorofeenko,Khim. Geterotsikl. Soedin., No.9, 1271–1272 (1973).

    Google Scholar 

  38. S. Sakai, E. Yamanaka, T. Yokomizo, et al.,Yakugaku Zasshi,95(12), 1511–1516 (1975); Chem. Abstr.,84, 8938s (1976).

    PubMed  CAS  Google Scholar 

  39. A. D. Dubonosov, L. M. Sitkina, V. A. Bren', et al.,Khim. Geterotsikl. Soedin., No.9, 1171–1176 (1984).

    Google Scholar 

  40. V. A. Bren', L. M. Sitkina, A. D. Dubonosov, et al.,Dokl. Akad. Nauk SSSR,272(6), 1382–1383 (1983).

    Google Scholar 

  41. Zh. A. Krasnaya, E. P. Prokof'ev, and V. F. Kucherov,Izv. Akad. Nauk SSSR, Ser. Khim., No.1, 123–129 (1978).

    Google Scholar 

  42. F. Eiden and H. Dobinsky, FRG Application No. 2113343;Chem. Abstr.,77, 164660f (1972).

    Google Scholar 

  43. V. V. Kononova and A. A. Semenov,Khim. Geterotsikl. Soedin., No.9, 1211–1214 (1982).

    Google Scholar 

  44. G. M. Coppola,J. Heterocycl. Chem.,17(8), 1785–1787 (1980).

    CAS  Google Scholar 

  45. R. K. Bansal, D. Sharma, and I. K. Jain,Indian J. Chem.,227B(4), 366–367 (1988).

    Google Scholar 

  46. T. V. Golovko, N. P. Solov'eva, G. A. Bogdanova, et al.,Khim. Geterotsikl. Soedin., No.9, 1190–1198 (1991).

    Google Scholar 

  47. T. V. Golovko, N. P. Solov'eva, and V. G. Granik,Khim.-Farm. Zh.,28(5), 48–50 (1994).

    CAS  Google Scholar 

  48. T. V. Golovko, N. P. Solov'eva, and V. G. Granik,Mendeleev Commun., No.6, 226–227 (1995).

    Article  Google Scholar 

  49. T. V. Golovko, N. P. Solov'eva, and V. G. Granik,Khim.-Farm. Zh.,30(10), 32–37 (1996).

    CAS  Google Scholar 

  50. I. P. Isakovich, V. A. Azimov, S. Yu. Ryabova, et al.,Khim.-Farm. Zh.,29(2), 22–27 (1995).

    CAS  Google Scholar 

  51. I. P. Isakovich, S. Yu. Ryabova, L. M. Alekseeva, et al.,Khim.-Farm. Zh.,29(12), 44–48 (1995).

    CAS  Google Scholar 

  52. I. P. Isakovich, S. Yu. Ryabova, L. M. Alekseeva, et al.,Khim.-Farm. Zh.,30(9), 35–39 (1996).

    CAS  Google Scholar 

  53. S. Mohr, T. Clausen, B. Epe, et al.,Chem. Ber.,112(12), 3795–3810 (1979).

    CAS  Google Scholar 

  54. A. Kubo, N. Nakai, and T. Nozoye,Heterocycles,4(10), 1675–1680 (1976).

    CAS  Google Scholar 

  55. K. Sharma, R. Jain, and K. Joshi,Indian J. Heterocycl. Chem.,1(4), 189–192 (1992).

    CAS  Google Scholar 

  56. V. P. Mamaev and V. P. Borovik, USSR Inventor's Certificate No. 397 517,Byull. Izobret.,50(37), 94 (1973).

    Google Scholar 

  57. V. P. Borovik, L. S. Filatova, and V. P. Mamaev, Izv. Sib. Otd. Akad. Nauk SSSR, No.3, 137–141 (1975).

    Google Scholar 

  58. R. Domanig,Arch. Pharm. (Weinheim),314(3), 271–276 (1981).

    CAS  Google Scholar 

  59. R. G. Glushkov and V. G. Granik,Usp. Khim.,38, 1969–2015 (1969).

    Google Scholar 

  60. S. Petersen und E. Tietze,Liebigs Ann. Chem.,263, 166–176 (1959).

    Google Scholar 

  61. M. Ebeid, S. Lashine, A. E. Shawany, et al.,Zagarig J. Pharm. Sci.,1(1–2), 43–54 (1992);Chem. Abstr.,121, 108676f (1994).

    CAS  Google Scholar 

  62. A. C. White, US Patent No. 3976645;Chem. Abstr.,86, 2986 (1977).

    Google Scholar 

  63. R. J. Gallaschun and R. C. Schnur,J. Heterocycl. Chem.,29(2), 369–373 (1992).

    CAS  Google Scholar 

  64. A. H. Jackson, D. N. Johnston, and P. V. R. Shannon,J. Chem. Soc., Chem. Commun.,22, 911–912 (1975).

    Article  Google Scholar 

  65. R. G. Glushkov, I. M. Zasosova, I. M. Ovcharova, et al.,Khim.-Farm. Zh.,12(3), 48–55 (1978).

    CAS  Google Scholar 

  66. K. C. Joshi, A. Dandia, and S. Sanan,J. Heterocycl. Chem.,26(5), 1397–1400 (1989).

    CAS  Google Scholar 

  67. K. C. Joshi, R. Jain, and S. Sanan,Indian J. Chem.,29B(4), 369–371 (1990).

    CAS  Google Scholar 

  68. M. J. Kukla, H. J. Breslin, C. J. Diamond, et al.,J. Med. Chem.,34(11), 3187–3197 (1991).

    Article  PubMed  CAS  Google Scholar 

  69. Y. Ban, Y. Sekine, and T. Oishi,Tetrahedron Lett., No.2, 151–154 (1978).

    Article  Google Scholar 

  70. M. Lora-Tamayo, B. Marco, and P. Navarro,An. Quim.,72(11–12), 914–916 (1976);Chem. Abstr.,87, 152108a (1977).

    CAS  Google Scholar 

  71. R. L. Zey, G. Richter, and H. Randa,J. Heterocycl. Chem.,26(5), 1437–1439 (1989).

    CAS  Google Scholar 

  72. R. L. Zey,J. Heterocycl. Chem.,25(3), 847–849 (1988).

    Article  CAS  Google Scholar 

  73. M. T. Williams,J. Chem. Res. (S), No.4, 136–137 (1986).

    Google Scholar 

  74. R. Augusti and C. Kascheres,J. Org. Chem.,58(25), 7079–7083 (1993).

    Article  CAS  Google Scholar 

  75. T. Yamazaki and H. Shechter,Tetrahedron Lett., No.16, 1417–1420 (1973).

    Article  Google Scholar 

  76. A. S. Kather, US Patent No. 3897434;Chem. Abstr.,84, 44113c (1976).

    Google Scholar 

  77. R. S. Belen'kaya, E. I. Boreko, M. N. Zemtsova, et al.,Khim.-Farm. Zh.,15(3), 29–35 (1981).

    Google Scholar 

  78. W. Disteldorf and M. Regitz,Liebigs Ann. Chem., No.2, 225–240 (1976).

    Google Scholar 

  79. H. McNab,J. Chem. Soc., Chem. Commun., No.7, 543–545 (1990).

    Article  Google Scholar 

  80. R. F. C. Brown and M. Butcher,Aust. J. Chem.,26(2), 369–374 (1973).

    Article  CAS  Google Scholar 

  81. G. P. Tokmakov, T. G. Semlyanova, and I. I. Grandberg,Khim. Geterotsikl. Soedin., No.4, 495–498 (1994).

    Google Scholar 

  82. Y. Tamura, M. W. Chun, H. Nishida, et al.,Chem. Pharm. Bull.,26(9), 2866–2873 (1978).

    CAS  Google Scholar 

  83. M. Nakagama, T. Maruama, K. Hirakoso, et al.,Tetrahedron Lett.,21(50), 4839–4842 (1980).

    Article  Google Scholar 

  84. A. C. Coda, G. Desimoni, P. Righetti, et al.,J. Chem. Res. (S), No.3, 84–85 (1986).

    Google Scholar 

  85. L. Capuano, V. Diehl, and W. Ebner,Chem. Ber.,105(10), 3407–3412 (1972).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Chemical Drugs Center-All-Russia Research Institute of Pharmaceutical Chemistry, Moscow, Russia

    V. G. Granik, I. P. Graevskaya & S. Yu. Ryabova

Authors
  1. V. G. Granik
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. I. P. Graevskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. Yu. Ryabova
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 31, No. 12, pp. 20–35, December, 1997.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Granik, V.G., Graevskaya, I.P. & Ryabova, S.Y. Heterocyclization of 2-indolinone derivatives (A review). Pharm Chem J 31, 646–662 (1997). https://doi.org/10.1007/BF02464251

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02464251

Keywords

Search

Navigation