Copper-Catalyzed One-Pot Tandem Reaction for the Synthesis of Imidazo[1,2-c][1,2,3]triazolo[1,5-a]quinazolines

Nitesh K. Nandwana, Vikki N. Shinde, Hitesh K. Saini, Anil Kumar

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

A copper-catalyzed tandem reaction of 2-(2-bromoaryl)imidazoles/2-(2-bromoaryl)benzimidazoles, alkynes, and sodium azide was developed for the synthesis of imidazo[1,2-c][1,2,3]triazolo[1,5-a]quinazolines in moderate to excellent yields (50–85 %). The one-pot method involves copper-catalyzed azide–alkyne cycloaddition (CuAAC), intramolecular cross-dehydrogenative C–N bond formation, and Ullmann-type C–N coupling. This protocol involves the use of air as the oxidant under mild and ligand-free reaction conditions, and the reaction can be performed with a broad range of substrates with high efficiency.

Original languageEnglish
Pages (from-to)6445-6449
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2017
Issue number43
DOIs
StatePublished - 24 Nov 2017
Externally publishedYes

Keywords

  • Click chemistry
  • Copper
  • Cross-coupling
  • Dehydrogenation
  • Domino reactions

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