Synthesis of 6,7-dihydroxyoxindole (a subunit of paraherquamide A)

Journal of Organic Chemistry

Volumn 61, Issue 24, 1996, Pages 8696-8697

  Savall, Brad M ^a   McWhorter, William W ^a  

^a PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; INDOLE DERIVATIVE; PARAHERQUAMIDE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029906967     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9612640     Document Type: Article

References (16)

1. Yamazaki, M.; Okuyama, E.; Kobayashi, M.; Inoue, H. Tetrahedron Lett. 1981, 22, 135-136.
2. Prange, T.; Billion, M.-A.; Vuilhorgne, M.; Pascard, C.; Polonsky, J. Tetrahedron Lett. 1981, 22, 1977-1980.
3. Ostlind, D. A.; Mickle, G. W.; Ewanciew, D. V.; Andriuli, F. J.; Campbell, W. C. Res. Vet. Sci. 1990, 48, 260.
4. Williams, R. M.; Cushing, T. D. Tetrahedron Lett. 1990, 31, 6325-6328.
5. (a) Cushing, T. D.; Sanz-Cervera, J. F.; Williams, R. M. J. Am. Chem. Soc. 1993, 115, 9323-9324.
6. (b) Cushing, T. D.; Sanz-Cervera, J. F.; Williams, R. M. J. Am. Chem. Soc. 1996, 118, 557-579.
7. (a) Gassman, P. G.; van Bergen, T. J. J. Am. Chem. Soc. 1974, 96, 5508-5512.
8. (b) Gassman, P. G.; Gruetzmacher, G.; van Bergen, T. J. J. Am. Chem. Soc. 1974, 96, 5512-5517.
9. (a) Shioiri, T.; Ninomiya, K.; Yamada, S. J. Am. Chem. Soc. 1972, 94, 6203.
10. (b) White, J. D.; Yager, K. M.; Yakura, T. J. Am. Chem. Soc. 1994, 116, 1831-1838.
11. (c) 2,3-Dimethoxyaniline is commercially available from TCI-US.
12. (a) Wierenga, W. J. Am. Chem. Soc. 1981, 103, 5621-5623.
13. (b) Warpehoski, M. A. Tetrahedron Lett. 1986, 27, 4103-4106.
14. (c) Warpehoski, M. A.; Gebhard, I.; Kelly, R. C.; Krueger, W. C.; Li, L. H.; McGovern, J. P.; Praire, M. D.; Wicnienski, N.; Wierenga, W. J. Med. Chem. 1988, 31, 590-603.
15. (d) Johnson, P. D.; Aristoff, P. A. J. Org. Chem. 1990, 55, 1374-1375.
16. 1,8-bis(dimethylamino)naphthalene is sold by Aldrich under the name Proton-Sponge.