Formation of stable solvent-trapped carbonyl oxides from the ozonolysis of indole derivatives

Synthetic Communications

Volumn 26, Issue 24, 1996, Pages 4623-4631

  Lee, Sang Gi ^a   Lim, Chung Woo ^a   Song, Choong Eui ^a   Park, Doo Han ^b  

^a Korea Institute of Science and Technology   (South Korea)

^b Sahm Yook University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROPEROXIDE; INDOLE DERIVATIVE; OZONE;

ARTICLE; DRUG OXIDATION; IN VITRO STUDY; REACTION ANALYSIS;

EID: 0030471804     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919608004787     Document Type: Article

References (13)

1. (a) Review for ozonolysis of indoles: Bailey, P. S. "Ozonation in Organic Chemistry"; Blomquist, A. T.; Wasserman, H. H., Ed., Academic Press; 1978, vol 1, 147-183 and ibid, 1982, vol 2, 135-140.
2. (a) Review for ozonolysis of indoles: Bailey, P. S. "Ozonation in Organic Chemistry"; Blomquist, A. T.; Wasserman, H. H., Ed., Academic Press; 1978, vol 1, 147-183 and ibid, 1982, vol 2, 135-140.
3. (b) Witkop, B.; Patrick, J. B. J. Am. Chem. Soc. 1952, 74, 3855-3860.
4. Witkop, B.; Patrick, J. B. J. Am. Chem. Soc. 1952, 74, 3861-3866.
5. Witkop, B.; Patrick, J. B. J. Org. Chem. 1954, 19, 1824-1829.
6. Selected references : (a) Wojciechowski, B. J.; Pearson, W. H.; Kuczkowski, R. L. J. Org. Chem. 1985, 50, 3371-3376.
7. (b) Bunnelle, W. H. Chem. Rev. 1991, 91, 335-362.
8. Sugiyama, T.; Yamakoshi, H.; Nojima, M. J. Org. Chem. 1993, 58, 4212-4218.
9. Griesbaum, K.; Kim, W.-S. J. Org. Chem. 1992, 57, 5574-5577.
10. (e) Bunnelle, W. H.; Lee, S. -g. Tetrahedron Lett. 1994, 35, 8141-8144.
11. For regioselective ozonolytic cleavage of cyclic enamines, see Bubert, C.; Voigt, J.; Biasetton, S.; Reisen, O. Synlett. 1994, 675-677.
12. (a) Schreiber, S. L.; Claus, R. E.; Reagan, T. Tetrahedron Lett. 1982, 23, 3867-3870.
13. (b) Schreiber, S. L.; Claus, R. E.; Reagan, T. Org. Synth. Coll. Vol. VII, 1990, 168-171.