Issue 35, 2014
From the journal:

Organic & Biomolecular Chemistry

Indole synthesis from N-allenyl-2-iodoanilines under mild conditions mediated by samarium(ii) diiodide†

Hiroki Iwasaki,a   Kenji Suzuki,a   Mitsunari Yamane,a   Shohei Yoshida,a   Naoto Kojima,a   Minoru Ozekia  and  Masayuki Yamashita*a  

* Corresponding authors

a Kyoto Pharmaceutical University, 1 Misasagi-Shichono, Yamashina, Kyoto 607-8412, Japan
E-mail: yamasita@mb.kyoto-phu.ac.jp
Fax: +81-75-595-4775
Tel: +81-75-595-4640

Abstract

A novel method for indole skeleton synthesis under mild conditions mediated by samarium(II) diiodide has been developed. The reaction of N-allenyl-2-iodoaniline derivatives with SmI2 in the presence of HMPA and i-PrOH at 0 °C afforded indole derivatives in high yields.

Graphical abstract: Indole synthesis from N-allenyl-2-iodoanilines under mild conditions mediated by samarium(ii) diiodide

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Article information

DOI
https://doi.org/10.1039/C4OB01164C
Article type
Communication
Submitted
05 Jun 2014
Accepted
22 Jul 2014
First published
29 Jul 2014

Org. Biomol. Chem., 2014,12, 6812-6815

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Indole synthesis from N-allenyl-2-iodoanilines under mild conditions mediated by samarium(II) diiodide

H. Iwasaki, K. Suzuki, M. Yamane, S. Yoshida, N. Kojima, M. Ozeki and M. Yamashita, Org. Biomol. Chem., 2014, 12, 6812 DOI: 10.1039/C4OB01164C

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