Library synthesis using 5,6,7,8-tetrahydro-1,6-naphthyridines as scaffolds

J Comb Chem. 2008 Jul-Aug;10(4):534-40. doi: 10.1021/cc800038r. Epub 2008 Jun 3.

Abstract

The chemistry of 5,6,7,8-tetrahydro-1,6-naphthyridine scaffolds, synthesized by intramolecular cobalt-catalyzed [2 + 2 + 2] cyclizations, has been exploited for library synthesis. Urea, amide, and sulfonamide formations were used in the synthesis of a 101-membered library. Screening of the library for antituberculosis activity revealed three lead compounds.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amides / chemistry
  • Amination
  • Combinatorial Chemistry Techniques
  • Hydrogen / chemistry*
  • Molecular Structure
  • Naphthyridines / chemical synthesis*
  • Naphthyridines / chemistry
  • Oxidation-Reduction
  • Sulfonamides / chemistry
  • Urea / chemistry

Substances

  • Amides
  • Naphthyridines
  • Sulfonamides
  • Hydrogen
  • Urea