Issue 3, 2014
From the journal:

Chemical Communications

Synthesis of fused tetracyclic spiroindoles via palladium-catalysed cascade cyclisation†

Akira Iwata,a   Shinsuke Inuki,a   Shinya Oishi,a   Nobutaka Fujii*a  and  Hiroaki Ohno*a  

* Corresponding authors

a Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan
E-mail: hohno@pharm.kyoto-u.ac.jp, nfujii@pharm.kyoto-u.ac.jp
Fax: +81 75 753 4570
Tel: +81 75 753 4571

Abstract

Efficient palladium-catalysed cascade cyclisation to form spiroindoles is developed. Treatment of indoles bearing a propargyl chloride side chain at the 3-position with various external nucleophiles in the presence of a catalytic amount of Pd2(dba)3·CHCl3/dppb and Cs2CO3 in THF gives fused tetracyclic spiroindoles in moderate to good yields.

Graphical abstract: Synthesis of fused tetracyclic spiroindoles via palladium-catalysed cascade cyclisation

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Article information

DOI
https://doi.org/10.1039/C3CC46511J
Article type
Communication
Submitted
26 Aug 2013
Accepted
27 Oct 2013
First published
28 Oct 2013

Chem. Commun., 2014,50, 298-300

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Synthesis of fused tetracyclic spiroindoles via palladium-catalysed cascade cyclisation

A. Iwata, S. Inuki, S. Oishi, N. Fujii and H. Ohno, Chem. Commun., 2014, 50, 298 DOI: 10.1039/C3CC46511J

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