Exploiting the CNC Side Chain in Heterocyclic Rearrangements: Synthesis of 4(5)-Acylamino-imidazoles.

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Abstract

A new variation on the Boulton-Katritzky reaction is reported, namely, involving use of a CNC side chain. A novel Montmorillonite-K10catalyzed nonreductive transamination of a 3-benzoyl-1,2,4-oxadiazole afforded a 3-(r-aminobenzyl)-1,2,4-oxadiazole, which was condensedwith benzaldehydes to afford the corresponding imines. In the presence of strong base, these imines underwent Boulton-Katritzky-typerearrangement to afford novel 4(5)-acylaminoimidazoles.
Lingua originaleEnglish
pagine (da-a)3491-
Numero di pagine3
RivistaOrganic Letters
Volume12
Stato di pubblicazionePublished - 2010

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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