Efficient [5 + 1]-strategy for the assembly of 1,8-naphthyridin-4(1H)-ones by domino amination/conjugate addition reactions of 1-(2-chloropyridin-3-yl)prop-2-yn-1-ones with amines

Org Biomol Chem. 2012 Apr 21;10(15):2955-9. doi: 10.1039/c2ob07030h. Epub 2012 Mar 8.

Abstract

A facile synthetic approach for the synthesis of 1,8-naphthyridine-4(1H)-one derivatives via a catalyst free and Pd-supported tandem amination sequence is developed and described. In a case of aliphatic amines reaction proceeds in a catalyst free mode, however anilines demand Pd-supported reaction conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Amination
  • Amines / chemistry*
  • Catalysis
  • Cyclization
  • Ketones / chemistry*
  • Magnetic Resonance Spectroscopy
  • Naphthyridines / chemical synthesis*
  • Palladium / chemistry
  • Pyridines / chemistry*

Substances

  • Alkynes
  • Amines
  • Ketones
  • Naphthyridines
  • Pyridines
  • Palladium