A direct route into fused imidazo-diazines and imidazo-pyridines using nucleophilic nitrenoids in a gold-catalyzed formal [3 + 2]-dipolar cycloaddition

Miguel Garzon, Paul W Davies

Research output: Contribution to journalArticlepeer-review

62 Citations (Scopus)
215 Downloads (Pure)

Abstract

Pyridinium N-(heteroaryl)aminides can be employed as robust and practical synthetic equivalents of nucleophilic 1,3-N,N-dipoles in a formal cycloaddition onto electron-rich alkynes under gold catalysis. Convergent and regioselective access to five types of imidazo-fused heteroaromatics is provided from the appropriate aminide. The efficient transformation accommodates significant structural variation around the aminide, ynamide, or indolyl-alkyne reactants and tolerates sensitive functional groups.

Original languageEnglish
Pages (from-to)4850-3
Number of pages4
JournalOrganic Letters
Volume16
Issue number18
DOIs
Publication statusPublished - 19 Sept 2014

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