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One-Pot Synthesis of Imidazole-4-Carboxylates by Microwave-Assisted 1,5-Electrocyclization of Azavinyl Azomethine Ylides

Preti L.
•
Attanasi O. A.
•
Caselli E.
altro
Prati F.
2010
  • journal article

Periodico
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Abstract
Diversely functionalized imidazole-4-carboxylates were synthesizedby microwave-assisted 1,5-eletrocyclization of 1,2-diaza-1,3-diene-derived azavinyl azomethine ylides. 1,2-Diaza-1,3-dienes were treated with primary aliphatic or aromaticamines and subjected to microwave irradiation in thepresence of aldehydes. 3-Alkyl- and 3-arylimidazole-4-carboxylateswere prepared in good yields through a one-potmulticomponent procedure. Modulation of the substituentsat C-2, N-3, and C-5 was possible, and 2-unsubstituted imidazoleswere obtained when paraformaldehyde was used
DOI
10.1002/ejoc.201000434
WOS
WOS:000281054600021
Archivio
http://hdl.handle.net/11368/2303835
info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-77954963961
Diritti
metadata only access
Soggetti
  • Azomethine ylide

  • Electrocyclic reactio...

  • Microwave chemistry

  • Multicomponent reacti...

  • Nitrogen heterocycles...

Web of Science© citazioni
46
Data di acquisizione
Mar 19, 2024
Visualizzazioni
4
Data di acquisizione
Apr 19, 2024
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