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Synlett 2011(16): 2307-2310  
DOI: 10.1055/s-0030-1261219
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Facile Synthesis of Highly Substituted Iminocyclopentenes: A Novel Isocyanide-Based Three-Component Condensation Reaction

Abbas Ali Esmaeili*a, Abbas Moradia, Azizollah Habibib
a Department of Chemistry, University of Birjand, P.O. Box 97175/615, Birjand, Iran
Fax: +98(561)2230009; e-Mail: aa_esmaeili@yahoo.com;
b Faculty of Chemistry, University of Tarbiatmoallem, 15719-14911 Tehran, Iran
Further Information

Publication History

Received 16 May 2011
Publication Date:
08 September 2011 (online)

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Abstract

The reaction of alkoxymethylenemalononitrile with dialkyl acetylenedicarboxylates (DAAD) and cyclohexylisocyanide results in a three-component condensation reaction in which the alkoxymethylenemalononitrile group acts as a dipolarophile, producing highly functionalized iminocyclopentenes under mild conditions in high yields.

Key words

alkoxymethylenemalononitrile - dialkyl acetylenedicarboxylates - isocyanides - iminocyclopentenes

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