Organic Letters
Letter
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Figure 1. Proposed reaction mechanism.
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process for the rapid synthesis of indole carboxamide amino
amides.
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Houk, K. N.; Tan, B. Science 2018, 361, eaas8707.
In summary, a multicomponent reaction for the synthesis of
indole carboxamide amino amides has been successfully
developed. This protocol offers a rapid approach to indole
tethered peptide units, along with the achievement of
remarkable structural diversity and brevity. The process is
also featured with readily available starting materials, simple
operation and good scalability, and would be synthetic useful
in organic synthesis and medicinal chemistry.
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ASSOCIATED CONTENT
* Supporting Information
■
(10) (a) Saniere, L. R. M.; Pizzonero, M. R.; Triballeau, N.;
Vandeghinste, N. E. R.; de Vos, S. I. J.; Brys, R. C. X.; Pourbaix-
I’ebraly, C. D. PCT Int. Appl. WO 2012098033, 2012. (b) Miller, K.;
Diu-Hercend, A.; Hercend, T.; Lang, P.; Weber, P.; Golec, J.;
Mortimore, M. PCT Int. Appl.WO 2003088917, 2003.
(11) vonGeldern, T. W.; Kester, J. A.; Bal, R.; WuWong, J. R.;
Chiou, W.; Dixon, D. B.; Opgenorth, T. J. J. Med. Chem. 1996, 39,
968.
S
The Supporting Information is available free of charge on the
Full experimental procedures, characterization data, and
(12) (a) Xu, Z. R.; Wang, Q.; Zhu, J. P. Chem. Soc. Rev. 2018, 47,
7882. (b) Taber, D. F.; Tirunahari, P. K. Tetrahedron 2011, 67, 7195.
(c) Nagaraju, K.; Ma, D. W. Chem. Soc. Rev. 2018, 47, 8018.
(d) Cacchi, S.; Fabrizi, G. Chem. Rev. 2005, 105, 2873.
(13) Shiri, M. Chem. Rev. 2012, 112, 3508.
AUTHOR INFORMATION
■
Corresponding Author
ORCID
(14) For selected examples, see: (a) Zhang, L.; Zhao, F.; Zheng, M.
Y.; Zhai, Y.; Liu, H. Chem. Commun. 2013, 49, 2894. (b) La Spisa, F.;
Meneghetti, F.; Pozzi, B.; Tron, G. C. Synthesis 2015, 47, 489.
(15) (a) Huang, B.; Zeng, L. W.; Shen, Y. Y.; Cui, S. L. Angew.
Chem., Int. Ed. 2017, 56, 4565. (b) Shen, Y. Y.; Huang, B.; Zeng, L.
W.; Cui, S. L. Org. Lett. 2017, 19, 4616. (c) Zeng, L. W.; Huang, B.;
Shen, Y. Y.; Cui, S. L. Org. Lett. 2018, 20, 3460. (d) Chen, R. J.; Zeng,
L. W.; Huang, B.; Shen, Y. Y.; Cui, S. L. Org. Lett. 2018, 20, 3377.
(e) Chen, R. J.; Liu, Y.; Cui, S. L. Chem. Commun. 2018, 54, 11753.
(f) Shen, Y. Y.; Wang, C. R.; Chen, W.; Cui, S. L. Org. Chem. Front.
2018, 5, 3574. (g) Zhang, Y.; Zheng, J.; Cui, S. L. J. Org. Chem. 2014,
79, 6490. (h) Zheng, J.; Zhang, Y.; Cui, S. L. Org. Lett. 2014, 16,
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Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
■
We are grateful for the financial support from Zhejiang
University and Key R & D Plan of Zhejiang Province
(2019C03082).
(16) Ganem, B. Acc. Chem. Res. 2009, 42, 463.
(17) Rossetti, A.; Sacchetti, A.; Gatti, M.; Pugliese, A.; Roda, G.
Chem. Heterocycl. Compd. 2017, 53, 1214.
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