Organic Letters
Letter
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readily available indoles via successive triple C−H functional-
izations. Unlike the previous study that uses a stoichiometric
amount of a palladium catalyst, the protocol described herein
uses only a catalytic amount of a palladium catalyst together
with an oxidant. Compared to the only example prepared earlier
in the previous study, a handful of examples of mono-, di-, and
trisubstituted carbazoles have been prepared. Furthermore, an
extension of this protocol to the synthesis of α-carbolines, a
study described for the first time, warranted a broad application.
Further applications of this chemistry to the synthesis of
functionalized indoles and pyrroles are under current
investigation.
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ASSOCIATED CONTENT
* Supporting Information
■
S
The Supporting Information is available free of charge on the
Experimental procedures, characterization data of new
1
compounds, and copies of H and 13C NMR spectra
AUTHOR INFORMATION
Corresponding Author
■
Notes
(18) (a) Lawson, W.; Perkin, W. H.; Robinson, R. J. Chem. Soc.,
Trans. 1924, 125, 626−657. (b) Clark, V. M.; Cox, A.; Herbert, E. J. J.
Chem. Soc. C 1968, 831−833. (c) Molina, P.; Alajarín, M.; Vidal, A.;
The authors declare no competing financial interest.
San
Marsais, F.; Godard, A.; Queguiner, G. Tetrahedron 1993, 49, 49−64.
(e) Peczynska-Czoch, W.; Pognan, F.; Kaczmarek, L.; Boratynski, J. J.
́
chez-Andranda, P. J. Org. Chem. 1992, 57, 929−939. (d) Rocca, P.;
ACKNOWLEDGMENTS
We greatly appreciate the financial support from the NIPER, S.
A. S. Nagar and SERB of DST, New Delhi.
́
́
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Med. Chem. 1994, 37, 3503−3510. (f) Mehta, L. K.; Parrick, J.; Payne,
F. J. Chem. Soc., Perkin Trans. 1 1993, 1261−1267. (g) Iwaki, T.;
Yasuhara, A.; Sakamoto, T. J. Chem. Soc., Perkin Trans. 1 1999, 1505−
̀
1510. (h) Hostyn, S.; Van Baelen, G.; Lemiere, G. L. F.; Maes, B. U.
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