Abstract
Reduction of the indole double bond using sodium cyanoborohydride in glacial acetic acid. The use of sodium borohydride leads to reduction and N-alkylation.
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Gribble, G. W.; Lord, P. D.; Skotnicki, J.; Dietz, S. E.; Eaton, J. T.; Johnson, J. L. J.Am. Chem. Soc. 1974, 96, 7812.
Gribble, G. W.; Hoffman, J. H. Synthesis 1977, 859.
Gribble, G. W.; Nutaitis, C. F. Org. Prep. Proc. Int. 1985, 17, 317.
Rawal, V. H.; Jones, R. J.; Cava, M. P. J. Org. Chem. 1987, 52,19.
Boger, D. L.; Coleman, R. S.; Invergo, B. L. J. Org. Chem. 1987, 52, 1521.
Siddiqui, M. A.; Snieckus, V. Tetrahedron Leu. 1990, 31, 1523.
Gribble, G. W. ACS Symposium Series No. 641, 1996, pp 167–200.
Gribble, G. W. Chem. Soc. Rev. 1998, 27, 395. (Review).
He, F.; Foxman, B. M.; Snider, B. B. J. Am. Chem. Soc. 1998, 120, 6417.
Nicolaou, K. C.; Safina, B. S.; Winssinger, N. Synlett 2001, 900.
Author information
Authors and Affiliations
Rights and permissions
Copyright information
© 2003 Springer-Verlag Berlin Heidelberg
About this chapter
Cite this chapter
Li, J.J. (2003). Gribble indole reduction. In: Name Reactions. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-05336-2_124
Download citation
DOI: https://doi.org/10.1007/978-3-662-05336-2_124
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-662-05338-6
Online ISBN: 978-3-662-05336-2
eBook Packages: Springer Book Archive