A simple one-pot 2-step N-1-alkylation of indoles with α-iminoketones toward the expeditious 3-step synthesis of N-1-quinoxaline-indoles

Guillermo Martinez-Ariza, Muhammad Ayaz, Christopher Hulme

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

A straightforward procedure for the preparation of N-quinoxaline-indoles is presented. A base-catalyzed one-pot addition of indoles to a preformed α-iminoketone proceeds on the N-1 indole and the subsequent adduct undergoes an acid-mediated deprotection of an internal amino nucleophile, intramolecular cyclization, and final oxidation generating N-1-quinoxaline- indoles in good yield.

Original languageEnglish (US)
Pages (from-to)6719-6721
Number of pages3
JournalTetrahedron Letters
Volume54
Issue number49
DOIs
StatePublished - Dec 4 2013

Keywords

  • Indole
  • Multicomponent reaction
  • Privileged scaffolds
  • Quinoxaline
  • α-Iminoketone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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