Organic Letters
Letter
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are needed in these transformations. Such new reactions offer a
direct entry to biologically important 3-aminoindoles and a new
class of indole aminal compounds.
ASSOCIATED CONTENT
* Supporting Information
■
S
The Supporting Information is available free of charge on the
1
Experimental procedures and H and 13NMR spectra for
(16) (a) Hynes, J.; Doubleday, W. W.; Dyckman, A. J.; Godfrey, J. D.;
Grosso, J. A.; Kiau, S.; Leftheris, K. J. Org. Chem. 2004, 69, 1368.
(b) Somei, M.; Natsume, M. Tetrahedron Lett. 1974, 15, 461.
(c) Weiberth, F. J.; Hanna, R. G.; Lee, G. E.; Polverine, Y.; Klein, J. T.
Org. Process Res. Dev. 2011, 15, 704.
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1992, 57, 5700. (b) Hoffman, R. V.; Nayyar, N. K.; Chen, W. T. J. Am.
Chem. Soc. 1993, 115, 5031.
AUTHOR INFORMATION
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Corresponding Author
ORCID
Notes
(18) Bhardwaj, V.; Gumber, D.; Abbot, V.; Dhiman, S.; Sharma, P.
RSC Adv. 2015, 5, 15233.
(19) (a) Morgan, K. J.; Morrey, D. P. Tetrahedron 1966, 22, 57.
(b) Cooksey, A. R.; Morgan, K. J.; Morrey, D. P. Tetrahedron 1970, 26,
5101. (c) Zhang, Y. H.; Shibatomi, K.; Yamamoto, H. Synlett 2005,
2837.
(20) Some refereces for the preparation of aminals: (a) Kraxner, J.;
Gmeiner, P. Synthesis 2000, 2000, 1081. (b) Love, B. E. J. Org. Chem.
2007, 72, 630. (c) Sakai, N.; Shimamura, K.; Ikeda, R.; Konakahara, T.
J. Org. Chem. 2010, 75, 3923. (d) Schiedler, D. A.; Lu, Y.; Beaudry, C.
M. Org. Lett. 2014, 16, 1160.
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
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We acknowledge financial support provided by Duke University
and the National Institute of General Medical Sciences of the
National Institutes of Health (GM118786). We thank Dr.
George Dubay (Duke University) for high-resolution mass
spectrometry analysis.
(21) Detailed condition optimization is available in the Supporting
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