One-pot, two-step cascade synthesis of quinazolinotriazolobenzodiazepines

Kathryn G. Guggenheim, Hannah Toru, Mark J. Kurth

Research output: Contribution to journalArticle

49 Scopus citations

Abstract

An operationally simple, one-pot, two-step cascade method has been developed to afford quinazolino[1,2,3]triazolo[1,4]benzodiazepines. This unique, atom-economical transformation engages five reactive centers (amide, aniline, carbonyl, azide, and alkyne) and employs environmentally benign iodine as a catalyst. The method proceeds via sequential quinazolinone-forming condensation and intramolecular azide-alkyne 1,3-dipolar cycloaddition reactions. Substrate scope, multicomponent examples, and mechanistic insights are discussed.

Original languageEnglish (US)
Pages (from-to)3732-3735
Number of pages4
JournalOrganic Letters
Volume14
Issue number14
DOIs
StatePublished - Jul 20 2012

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ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

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