Heterocyclization of 2-indolinone derivatives (A review)

Pharmaceutical Chemistry Journal

Volumn 32, Issue 12, 1997, Pages 646-662

  Granik, V G ^a   Graevskaya, I P ^a   Ryabova, S Yu ^a  

^a ALL RUSSIA RESEARCH INSTITUTE OF PHARMACEUTICAL CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 29344450623     PISSN: 0091150X     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (88)

1. G. I. Zhungietu, Oxindole and Its Derivatives [in Russian], Shtiintsa, Kishinev (1975).
2. G. M. Karp, Org. Prep. Proced. Int., 25(5), 483-513 (1993).
3. A. C. Coda, D. Desimoni, P. Pappalardo, et al., Tetrahedron, 41(12), 2545-2555 (1985).
4. Y. Luo, Q. Yu, L. Chrisey, et al., Heterocycles, 31(2), 283-287 (1990).
5. Q.-S. Yu and A. Brossi, Heterocycles, 27, 1709 (1988).
6. J. Reisch, H. Labitzke, and A. Bathe, Arch. Pharm. (Weinheim), 321(4), 247-248 (1988).
7. P. A. Grieco and A. Carroll, Tetrahedron Lett., 33(31), 4401-4404 (1992).
8. M. S. Morales-Rios, M. A. Busio, and P. Joseph-Nathan, Tetrahedron Lett., 35(6), 881-882 (1994).
9. J. N. Wells, J. N. Davisson, W. R. Campbell, et al., J. Med. Chem., 16(6), 700-703 (1973).
10. J. M. D. Storey, C. M. Carthy, and K. Jones, J. Chem. Soc., Chem. Commun., No. 13, 892-893 (1991).
11. S. Yu. Ryabova and V. G. Granik, USSR Inventor's Certificate No. 1 735 285, Byull. Izobret., No. 19, 102 (1992).
12. S. Yu. Ryabova and V. G. Granik, Mendeleev Commun., No. 2, 59-60 (1992).
13. S. Yu. Ryabova, N. Z. Tugusheva, N. P. Solov'eva, et al., Khim.-Farm. Zh., 27(11), 21-26 (1993).
14. S. Yu. Ryabova, L. M. Alekseeva, and V. G. Granik, Khim. Geterotsikl. Soedin., No. 9, 1199-1204 (1991).
15. S. Yu. Ryabova, Yu. I. Trofimkin, L. M. Alekseeva, et al., Khim.-Farm. Zh., 29(9), 22-29 (1995).
16. A. Mertens, W. Saal, H. Berger, et al., FRG Application No. 3530825, Chem. Abstr., 106, 176166e (1987).
17. W. Saal, J. P. Hoelck, W. Kampe, et al., J. Med. Chem., 32(7), 1481-1491 (1989).
18. J. Levi, D. Royer, J. Guilhem, et al., Bull. Soc. Chim. Fr., No. 1, 193-198 (1987).
19. A. Mertens, B. Mueller-Beckman, W. Kampe, et al., J. Med. Chem., 30(8), 1279-1287 (1987).
20. A. Mertens, J. P. Hoelck, H. Berger, et al., US Patent No. 4835280; Chem. Abstr., 112, 20899j (1990).
21. A. Mertens, J. P. Hoelck, W. Kampe, et al., FRG Application No. 3445669; Chem. Abstr., 105, 153063j (1986).
22. J. P. Hoelck, W. Kampe, A. Mertens, et al., FRG Application No. 3417643; Chem. Abstr., 104, 186410c (1986).
23. J. P. Hoelck, A. Mertens, W. Kampe, et al., EEC patent No. 161632; Chem. Abstr., 104, 207267d (1986).
24. M. Paal, W. Stenzel, R. Brueckner, et al., FRG Application No. 4027952; Chem. Abstr., 116, 235629q (1992).
25. V. Saal, W. Friebe, G. Walter, et al., FRG Application No. 3626664; Chem. Abstr., 109, 93020p (1988).
26. S. Mataka, A. Hosoki, K. Takahashi, et al., J. Heterocycl. Chem., 17(8), 1681-1685 (1980).
27. G. Tacconi, A. Gamba, F. Marinone, et al., Tetrahedron, 27(3), 561-579 (1971).
28. G. Tacconi, P. Jadarola, F. Marinone, et al., Tetrahedron, 31(9), 1179 (1975).
29. G. Tacconi, A. C. Piccolini, P. F. Righetti, et al., J. Chem. Soc., Perkin Trans. 1, No. 11, 1248-1253 (1976).
30. G. Tacconi, A. G. Invernizzi, G. Desimoni, J. Chem. Soc., Perkin Trans. 1, No. 17, 1872-1879 (1976).
31. G. Tacconi, F. Marinone, A. Gamba, et al., Tetrahedron, 28(6), 1517-1527 (1972).
32. P. P. Righetti, A. Gamba, G. Tacconi, et al., Tetrahedron, 37(9), 1779-1785 (1981).
33. P. P. Righetti, G. Tacconi, A. C. Piccolini, et al., J. Chem. Soc., Perkin Trans. 1, No. 4, 863-868 (1979).
34. H. Bartsch, F. Eiden, and H. Buchborn, Arch. Pharm. (Weinheim), 315(6), 481-490 (1982).
35. F. Eiden and H. Dobinsky, FRG Application No. 2206446; Chem. Abstr., 79, 115552e (1973).
36. F. Eiden and H. Dobinsky, Liebigs Ann. Chem., No. 12, 1981-1995 (1974).
37. G. I. Zhungietu, G. A. Dragalina, and G. N. Dorofeenko, Khim. Geterotsikl. Soedin., No. 9, 1271-1272 (1973).
38. S. Sakai, E. Yamanaka, T. Yokomizo, et al., Yakugaku Zasshi, 95(12), 1511-1516 (1975);
39. Chem. Abstr., 84, 8938s (1976).
40. A. D. Dubonosov, L. M. Sitkina, V. A. Bren', et al., Khim. Geterotsikl. Soedin., No. 9, 1171-1176 (1984).
41. V. A. Bren', L. M. Sitkina, A. D. Dubonosov, et al., Dokl. Akad. Nauk SSSR, 272(6), 1382-1383 (1983).
42. Zh. A. Krasnaya, E. P. Prokof'ev, and V. F. Kucherov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 1, 123-129 (1978).
43. F. Eiden and H. Dobinsky, FRG Application No. 2113343; Chem. Abstr., 77, 164660f (1972).
44. V. V. Kononova and A. A. Semenov, Khim. Geterotsikl. Soedin., No. 9, 1211-1214 (1982).
45. G. M. Coppola, J. Heterocycl. Chem., 17(8), 1785-1787 (1980).
46. R. K. Bansal, D. Sharma, and I. K. Jain, Indian J. Chem., 227B(4), 366-367 (1988).
47. T. V. Golovko, N. P. Solov'eva, G. A. Bogdanova, et al., Khim. Geterotsikl. Soedin., No. 9, 1190-1198 (1991).
48. T. V. Golovko, N. P. Solov'eva, and V. G. Granik, Khim.-Farm. Zh., 28(5), 48-50 (1994).
49. T. V. Golovko, N. P. Solov'eva, and V. G. Granik, Mendeleev Commun., No. 6, 226-227 (1995).
50. T. V. Golovko, N. P. Solov'eva, and V. G. Granik, Khim.-Farm. Zh., 30(10), 32-37 (1996).
51. I. P. Isakovich, V. A. Azimov, S. Yu. Ryabova, et al., Khim.-Farm. Zh., 29(2), 22-27 (1995).
52. I. P. Isakovich, S. Yu. Ryabova, L. M. Alekseeva, et al., Khim.-Farm. Zh., 29(12), 44-48 (1995).
53. I. P. Isakovich, S. Yu. Ryabova, L. M. Alekseeva, et al., Khim.-Farm. Zh., 30(9), 35-39 (1996).
54. S. Mohr, T. Clausen, B. Epe, et al., Chem. Ber., 112(12), 3795-3810 (1979).
55. A. Kubo, N. Nakai, and T. Nozoye, Heterocycles, 4(10), 1675-1680 (1976).
56. K. Sharma, R. Jain, and K. Joshi, Indian J. Heterocycl. Chem., 1(4), 189-192 (1992).
57. V. P. Mamaev and V. P. Borovik, USSR Inventor's Certificate No. 397 517, Byull. Izobret., 50(37), 94 (1973).
58. V. P. Borovik, L. S. Filatova, and V. P. Mamaev, Izv. Sib. Otd. Akad. Nauk SSSR, No. 3, 137-141 (1975).
59. R. Domanig, Arch. Pharm. (Weinheim), 314(3), 271-276 (1981).
60. R. G. Glushkov and V. G. Granik, Usp. Khim., 38, 1969-2015 (1969).
61. S. Petersen und E. Tietze, Liebigs Ann. Chem., 263, 166-176 (1959).
62. M. Ebeid, S. Lashine, A. E. Shawany, et al., Zagarig J. Pharm. Sci., 1(1-2), 43-54 (1992);
63. Chem. Abstr., 121, 108676f (1994).
64. A. C. White, US Patent No. 3976645; Chem. Abstr., 86, 2986 (1977).
65. R. J. Gallaschun and R. C. Schnur, J. Heterocycl. Chem., 29(2), 369-373 (1992).
66. A. H. Jackson, D. N. Johnston, and P. V. R. Shannon, J. Chem. Soc., Chem. Commun., 22, 911-912 (1975).
67. R. G. Glushkov, I. M. Zasosova, I. M. Ovcharova, et al., Khim.-Farm. Zh., 12(3), 48-55 (1978).
68. K. C. Joshi, A. Dandia, and S. Sanan, J. Heterocycl. Chem., 26(5), 1397-1400 (1989).
69. K. C. Joshi, R. Jain, and S. Arora, Indian J. Chem., 29B(4), 369-371 (1990).
70. M. J. Kukla, H. J. Breslin, C. J. Diamond, et al., J. Med. Chem., 34(11), 3187-3197 (1991).
71. Y. Ban, Y. Sekine, and T. Oishi, Tetrahedron Lett., No. 2, 151-154 (1978).
72. M. Lora-Tamayo, B. Marco, and P. Navarro, An. Quim., 72(11-12), 914-916 (1976);
73. Chem. Abstr., 87, 152108a (1977).
74. R. L. Zey, G. Richter, and H. Randa, J. Heterocycl. Chem., 26(5), 1437-1439 (1989).
75. R. L. Zey, J. Heterocycl. Chem., 25(3), 847-849 (1988).
76. M. T. Williams, J. Chem. Res. (S), No. 4, 136-137 (1986).
77. R. Augusti and C. Kascheres, J. Org. Chem., 58(25), 7079-7083 (1993).
78. T. Yamazaki and H. Shechter, Tetrahedron Lett., No. 16, 1417-1420 (1973).
79. A. S. Kather, US Patent No. 3897434; Chem. Abstr., 84, 44113c (1976).
80. R. S. Belen'kaya, E. I. Boreko, M. N. Zemtsova. et al., Khim.-Farm. Zh., 15(3), 29-35 (1981).
81. W. Disteldorf and M. Regitz, Liebigs Ann. Chem., No. 2, 225-240 (1976).
82. H. McNab, J. Chem. Soc., Chem. Commun., No. 7, 543-545 (1990).
83. R. F. C. Brown and M. Butcher, Aust. J. Chem., 26(2), 369-374 (1973).
84. G. P. Tokmakov, T. G. Semlyanova, and I. I. Grandberg, Khim. Geterotsikl. Soedin., No. 4, 495-498 (1994).
85. Y. Tamura, M. W. Chun, H. Nishida, et al., Chem. Pharm. Bull., 26(9), 2866-2873 (1978).
86. M. Nakagama, T. Maruama, K. Hirakoso, et al., Tetrahedron Lett., 21(50), 4839-4842 (1980).
87. A. C. Coda, G. Desimoni, P. Righetti, et al., J. Chem. Res. (S), No. 3, 84-85 (1986).
88. L. Capuano, V. Diehl, and W. Ebner, Chem. Ber., 105(10), 3407-3412 (1972).