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Magnesium Catalyzed Dephenylsulfonylation: Synthesis of 5-Ethyl-1H-indole
Corresponding Author(s) : S. Venkat Rao
Asian Journal of Chemistry,
Vol. 29 No. 10 (2017): Vol 29 Issue 10
Abstract
A novel magnesium metal catalyzed synthesis of 5-ethyl-1H-indole from 5-[2-(phenyl sulfonyl)ethyl]-1H-indole by dephenylsulfonylation mechanism providing an alternative and attractive approach to 5-ethyl-1H-indole with high yields. This approach is for both the protected and unprotected indoles.
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- R.J. Sundberg, The Chemistry of Indoles, Academic Press, New York p. 132 (1970).
- J.H. Tidwell and S.L. Buchwald, J. Am. Chem. Soc., 116, 11797 (1994); https://doi.org/10.1021/ja00105a021.
- D.C. Beshore and C.J. Dinsmore, Synth. Commun., 33, 2423 (2003); https://doi.org/10.1081/SCC-120021830.
- S.B. Madasu, N.A. Vekariya, M.N.V.D.H. Kiran, B. Gupta, A. Islam, P.S. Douglas and K.R. Babu, Beilstein J. Org. Chem., 8, 1400 (2012); https://doi.org/10.3762/bjoc.8.162.
- D.M. Ketcha and G.W. Gribble, J. Org. Chem., 50, 5451 (1985); https://doi.org/10.1021/jo00350a001.
- Y.C. Jung, C.H. Yoon, E. Turos, K.S. Yoo and K.W. Jung, J. Org. Chem., 72, 10114 (2007); https://doi.org/10.1021/jo701988j.
- K. Laxminarayana, C. Rajendiran and K. Mukkanti, Asian J. Chem., 25, 1661 (2013); https://doi.org/10.14233/ajchem.2013.13702.
References
R.J. Sundberg, The Chemistry of Indoles, Academic Press, New York p. 132 (1970).
J.H. Tidwell and S.L. Buchwald, J. Am. Chem. Soc., 116, 11797 (1994); https://doi.org/10.1021/ja00105a021.
D.C. Beshore and C.J. Dinsmore, Synth. Commun., 33, 2423 (2003); https://doi.org/10.1081/SCC-120021830.
S.B. Madasu, N.A. Vekariya, M.N.V.D.H. Kiran, B. Gupta, A. Islam, P.S. Douglas and K.R. Babu, Beilstein J. Org. Chem., 8, 1400 (2012); https://doi.org/10.3762/bjoc.8.162.
D.M. Ketcha and G.W. Gribble, J. Org. Chem., 50, 5451 (1985); https://doi.org/10.1021/jo00350a001.
Y.C. Jung, C.H. Yoon, E. Turos, K.S. Yoo and K.W. Jung, J. Org. Chem., 72, 10114 (2007); https://doi.org/10.1021/jo701988j.
K. Laxminarayana, C. Rajendiran and K. Mukkanti, Asian J. Chem., 25, 1661 (2013); https://doi.org/10.14233/ajchem.2013.13702.