Synthesis of 1,8-naphthyridines from 2-aminonicotinaldehydes and terminal alkynes

Binbin Li, Steven Nguyen, Jianjun Huang, Gaigai Wang, Huiping Wei, Olga P. Pereshivko, Vsevolod A. Peshkov

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

A copper(II) triflate-catalyzed diethylamine-assisted protocol for the reaction of 2-aminonicotinaldehydes and terminal alkynes leading to 1,8-naphthyridines is described. The overall process presumably involves a copper(II) triflate-catalyzed hydroamination of the triple bond followed by the Friedländer-type condensation of the resulting enamine with 2-aminonicotinaldehyde.

Original languageEnglish
Pages (from-to)1958-1962
Number of pages5
JournalTetrahedron Letters
Volume57
Issue number18
DOIs
Publication statusPublished - May 4 2016
Externally publishedYes

Keywords

  • 1,8-Naphthyridines
  • 2-Aminonicotinaldehydes
  • Alkynes
  • Copper catalysis
  • Friedländer synthesis
  • Hydroamination

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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