An efficient synthetic method for 2-methoxy-1,2-dihydro-3H-indol-3-ones

Synthetic Communications

Volumn 29, Issue 18, 1999, Pages 3251-3261

  Kawasaki, Tomomi ^a   Nonaka, Yoshinori ^a,b   Matsumura, Ken ^a   Monai, Miyuki ^a   Sakamoto, Masanori ^a  

^a MEIJI PHARMACEUTICAL UNIVERSITY   (Japan)

^b KISSEI PHARMACEUTICAL CO LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

INDOLE DERIVATIVE;

ARTICLE; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 0032769675     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908085950     Document Type: Article

References (27)

1. Mérour, J. Y., Coadou, J. Y. and Tatibouet, F. Synthesis 1982, 1053; Buzas, A. Herisson, C. and Lavielle, G. Synthesis 1977, 129; Kilminster, K. N. and Sainsbury, M. J. Chem. Soc., Perkin Trans. 1 1972, 2264; Nivoliers, F. A., Decormeille, Godard, A. and Quequiner, G. Tetrahedron Lett. 1980, 21, 4485; Argiropoulos, G,. Deady, L. W and Dorkos, M. Aust. J. Chem. 1991, 44, 481; Kawasaki, T., Nonaka, Y., Uemura, M. and Sakamoto, M. Synthesis 1991, 701.
2. Mérour, J. Y., Coadou, J. Y. and Tatibouet, F. Synthesis 1982, 1053; Buzas, A. Herisson, C. and Lavielle, G. Synthesis 1977, 129; Kilminster, K. N. and Sainsbury, M. J. Chem. Soc., Perkin Trans. 1 1972, 2264; Nivoliers, F. A., Decormeille, Godard, A. and Quequiner, G. Tetrahedron Lett. 1980, 21, 4485; Argiropoulos, G,. Deady, L. W and Dorkos, M. Aust. J. Chem. 1991, 44, 481; Kawasaki, T., Nonaka, Y., Uemura, M. and Sakamoto, M. Synthesis 1991, 701.
3. Mérour, J. Y., Coadou, J. Y. and Tatibouet, F. Synthesis 1982, 1053; Buzas, A. Herisson, C. and Lavielle, G. Synthesis 1977, 129; Kilminster, K. N. and Sainsbury, M. J. Chem. Soc., Perkin Trans. 1 1972, 2264; Nivoliers, F. A., Decormeille, Godard, A. and Quequiner, G. Tetrahedron Lett. 1980, 21, 4485; Argiropoulos, G,. Deady, L. W and Dorkos, M. Aust. J. Chem. 1991, 44, 481; Kawasaki, T., Nonaka, Y., Uemura, M. and Sakamoto, M. Synthesis 1991, 701.
4. Mérour, J. Y., Coadou, J. Y. and Tatibouet, F. Synthesis 1982, 1053; Buzas, A. Herisson, C. and Lavielle, G. Synthesis 1977, 129; Kilminster, K. N. and Sainsbury, M. J. Chem. Soc., Perkin Trans. 1 1972, 2264; Nivoliers, F. A., Decormeille, Godard, A. and Quequiner, G. Tetrahedron Lett. 1980, 21, 4485; Argiropoulos, G,. Deady, L. W and Dorkos, M. Aust. J. Chem. 1991, 44, 481; Kawasaki, T., Nonaka, Y., Uemura, M. and Sakamoto, M. Synthesis 1991, 701.
5. Mérour, J. Y., Coadou, J. Y. and Tatibouet, F. Synthesis 1982, 1053; Buzas, A. Herisson, C. and Lavielle, G. Synthesis 1977, 129; Kilminster, K. N. and Sainsbury, M. J. Chem. Soc., Perkin Trans. 1 1972, 2264; Nivoliers, F. A., Decormeille, Godard, A. and Quequiner, G. Tetrahedron Lett. 1980, 21, 4485; Argiropoulos, G,. Deady, L. W and Dorkos, M. Aust. J. Chem. 1991, 44, 481; Kawasaki, T., Nonaka, Y., Uemura, M. and Sakamoto, M. Synthesis 1991, 701.
6. Mérour, J. Y., Coadou, J. Y. and Tatibouet, F. Synthesis 1982, 1053; Buzas, A. Herisson, C. and Lavielle, G. Synthesis 1977, 129; Kilminster, K. N. and Sainsbury, M. J. Chem. Soc., Perkin Trans. 1 1972, 2264; Nivoliers, F. A., Decormeille, Godard, A. and Quequiner, G. Tetrahedron Lett. 1980, 21, 4485; Argiropoulos, G,. Deady, L. W and Dorkos, M. Aust. J. Chem. 1991, 44, 481; Kawasaki, T., Nonaka, Y., Uemura, M. and Sakamoto, M. Synthesis 1991, 701.
7. Kawasaki, T., Nonaka, Y., and Sakamoto, M. J. Chem. Soc., Chem. Commun. 1989, 43.
8. Kawasaki, T., Nonaka, Y., Akahane, M., Maeda, N. and Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1993, 1777.
9. Kawasaki, T., Terashima, R., Sakaguchi, K., Sekiguchi, H. and Sakamoto, M. Tetrahedron Lett. 1996, 37, 7525.
10. Wang, Z. and Jimenez, L. S. Tetrahedron Lett. 1996, 37, 6049.
11. a) Kawasaki, T., Masuda, K., Baba, Y., Terashima, R., Takada, K. and Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1996, 729;
12. b) Mérour, J.-Y., Chichereau, L. and Finet, J.-P. Tetrahedron Lett. 1992, 33, 3867;
13. c) Kawasaki, T., Nonaka, Y., Kobayashi, M. and Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1991, 2445;
14. d) Conway, S. C. and Gribble, G. W. Heterocycles 1990, 30, 627;
15. e) Buzas, A. and Mérour, J.-Y. Synthesis, 1989, 458;
16. f) Chien, C.-S., Hasegawa, A., Kawasaki, T. and Sakamoto, M. Chem. Pharm. Bull. 1986, 34, 1493;
17. g) Plieninger, H., Sirowej, H. andRau, D. Chem. Ber. 1971, 104, 1863;
18. h) Houghton, E. and Saxton, J. E. J. Chem. Soc. (C), 1969, 595.
19. Edstrom, E. and Yu, T. J. Org. Chem., 1995, 60, 5382; Kametani, T., Ohsawa, T., Takahashi, K., Ihara, M. and Fukumoto, K.Heterocycles, 1976, 4, 1637.
20. Edstrom, E. and Yu, T. J. Org. Chem., 1995, 60, 5382; Kametani, T., Ohsawa, T., Takahashi, K., Ihara, M. and Fukumoto, K.Heterocycles, 1976, 4, 1637.
21. Chien, C.-S., Suzuki, T., Kawasaki, T. and Sakamoto, M. Chem. Pharm. Bull., 1984, 32, 3945.
22. Illi, V. O. Synthesis 1979, 387.
23. Albright, J. D. and Goldman, L. J. Am. Chem. Soc. 1965, 87, 4214.
24. Lee, T. V. "Comprehensive Organic Synthesis", ed. Trost, B. M., Pergamon Press, Vol. 7, 1991, pp291-303.
25. Onodera, K., Hirano, S. and Kashimura, N. J. Am. Chem. Soc. 1965, 87, 4651.
26. Anelli, P. L., Biffi, C., Montanari, F. and Quici, S. J. Org. Chem., 1987, 52, 2559.
27. Ley, S. V., Norman, J., Griffith, W. P. and Marsden, S. P. Synthesis, 1994, 639.