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Issue 9, 2011
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Concise syntheses of N-aryl-5,6,7-trimethoxyindoles as antimitotic and vascular disrupting agents: application of the copper-mediated Ullmann-type arylation

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Abstract

In an attempt to mimic the 3,4,5-trimethoxyphenyl-Z-stilbene moiety of combretastatin A-4, a series of N-aryl-5,6,7-trimethoxyindoles were synthesized via copper-catalyzed Ullmann-type N-arylation through the corresponding 5,6,7-trimethoxyindole and aryl halides. These synthesized compounds demonstrated potent antiproliferative activity providing a novel skeleton for potent tubulin polymerization inhibitors.

Graphical abstract: Concise syntheses of N-aryl-5,6,7-trimethoxyindoles as antimitotic and vascular disrupting agents: application of the copper-mediated Ullmann-type arylation

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Article information


Submitted
17 Nov 2010
Accepted
24 Feb 2011
First published
24 Feb 2011

Org. Biomol. Chem., 2011,9, 3154-3157
Article type
Communication

Concise syntheses of N-aryl-5,6,7-trimethoxyindoles as antimitotic and vascular disrupting agents: application of the copper-mediated Ullmann-type arylation

H. Lee, J. Chang, L. Chang, W. Lai, M. Lai, K. Shih, C. Kuo, C. Chang and J. Liou, Org. Biomol. Chem., 2011, 9, 3154
DOI: 10.1039/C0OB01038C

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