Metal hydride mediated reduction of 3-(alkylthio)oxifidoles containing other potentially reducible groups

Canadian Journal of Chemistry

Volumn 75, Issue 5, 1997, Pages 536-541

  Connolly, Terrence J ^a   Durst, Tony ^a  

^a UNIVERSITY OF OTTAWA   (Canada)

Author keywords

Anion; Oxindole; Reduction

Indexed keywords

BENZENE; ESTERS; HYDRIDES; LITHIUM COMPOUNDS; REACTION KINETICS; REDUCTION; SUBSTITUTION REACTIONS; THERMAL EFFECTS;

DEPROTONATION; METAL HYDRIDES; OXINDOLES;

SULFUR COMPOUNDS;

EID: 0031146683     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/v97-063     Document Type: Article

References (24)

1. G.M. Karp. Org. Prep. Proced. Int. 25, 481 (1993).
2. P.L. Julian and H.C. Printy. J. Am. Chem. Soc. 71, 3206 (1949).
3. C.B. Hudson and A.V. Robertson. Aust. J. Chem. 20, 1699 (1967).
4. C.S. Franklin and A.C. White. J. Chem. Soc. 1335 (1963).
5. J.C. Seaton and L. Marion. Can. J. Chem. 35, 1102 (1957).
6. J.C. Seaton, R. Tondeur, and L. Marion. Can. J. Chem. 36, 1031 (1958).
7. M. Kates and L. Marion. Can. J. Chem. 29, 37 (1951).
8. R. Goutarel, M.M. Janot, V. Prelog, R. Sneeden, and W.I. Taylor. Helv. Chim. Acta, 34, (1951).
9. T. Nishio, N. Okuda, and C. Kashima. Helv. Chim. Acta, 73, 1719 (1990).
10. B. Schonenberger and A. Brossi. Helv. Chim. Acta, 69, 1486 (1986).
11. Q.-S. Yu and A. Brossi. Heterocycles, 27, 1709 (1988).
12. Q.-S. Yu, W.M. Luo, Y.Q. Li, and A. Brossi. Heterocycles, 36, 1279 (1993).
13. M.E. Pierce, G.F. Huhn, J.H. Jensen, K.W. Sigvardson, Q. Islam, and Y. Xing. J. Heterocycl. Chem. 31, 17 (1994).
14. F.J. McEvoy and G.R. Allen, Jr. J. Org. Chem. 38, 3350 (1973).
15. H. Shirowej, S.A. Khan, and H. Plieninger. Synthesis, 84 (1972).
16. P.G. Gassman and T.J. van Bergen. J. Am. Chem. Soc. 95, 2718 (1973).
17. P.G. Gassman and T.J. van Bergen. J. Am. Chem. Soc. 96, 5508 (1974).
18. W. Wierenga, J. Griffin, and M.A. Warpehoski. Tetrahedron Lett. 24, 2437 (1983).
19. P.G. Gassman, B.W. Cue, Jr. and T.-Y. Luh. J. Org. Chem. 42, 1944 (1977).
20. P.G. Gassman and K.M. Halweg. J. Org. Chem. 44, 628 (1979).
21. A. Taylor. J. Chem. Res. Synop. 347 (1980).
22. J.A. Marshall, N.H. Andersen, and A.R. Hochstetler. J. Org. Chem. 32, 113 (1967).
23. M.J. Mintz and C. Walling. Org. Synth. Collect. Vol. V, 184 (1973).
24. S. Krishnamurthy. Tetrahedron Lett. 23, 3315 (1982).