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Synlett 2010(10): 1477-1480  
DOI: 10.1055/s-0029-1220072
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

An Efficient Synthesis of Highly Functionalized 4H-Pyrano[3,2-d]isoxazoles via Isocyanide-Based Three-Component Reaction

Abbas Ali Esmaeili*a, Rahele Hosseinabadia, Azizollah Habibib
a Chemistry Department, University of Birjand, P.O. Box 97175/615, Birjand, Iran
Fax: +98(561)2502009; e-Mail: aa_esmaeili@yahoo.com;
b Faculty of Chemistry, University of Tarbiatmoallem, 15719-14911 Tehran, Iran
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Publikationsverlauf

Received 23 March 2010
Publikationsdatum:
26. Mai 2010 (online)

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Abstract

We present a novel, convenient, and efficient method for synthesizing polysubstituted 4H-pyrano[3,2-d]isoxazoles based on a three-component reaction. The zwitterions generated from the ­reaction of isocyanides and dialkyl acetylenedicarboxylates are ­reacted with 3-phenylisoxazol-4-(5H)-one to produce the title compounds in good yield.

Key words

4H-pyrano[3,2-d]isoxazole - isocyanides - 3-phenylisoxazol-4-(5H)-one - three-component reactions - acetylenic esters

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