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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 43, 2013 - Issue 12
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Original Articles

A Short, Novel, and Practical Synthesis of 3-Alkenylated Indoles

, &
Pages 1743-1749 | Received 05 Nov 2011, Published online: 06 Mar 2013
 

Abstract

Direct metal-free alkenylation of 2-methylindole via acid-mediated Michael addition–elimination reaction with ethoxymethylenemalononitrile or ethyl ethoxymethylenecyanoacetate affords 3-indolyl-2-cyanoacrylonitrile and ethyl 3-indolyl-2-cyanoacrylate. Behavior of 1H-indole is predictably different.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENT

We gratefully acknowledge partial financial support from Alzahra University Research Council.

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