Dehydrogenative [2 + 2 + 2] Cycloaddition of Cyano-yne-allene Substrates: Convenient Access to 2,6-Naphthyridine Scaffolds

Org Lett. 2015 Jun 19;17(12):2882-5. doi: 10.1021/acs.orglett.5b01554. Epub 2015 Jun 11.

Abstract

A rhodium-catalyzed [2 + 2 + 2] cycloaddition of cyano-yne-allene scaffolds followed by a dehydrogenative process enabling the direct synthesis of unsaturated pyridine-containing compounds that can be conveniently converted to 2,6-naphthyridine derivatives is reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkadienes / chemistry*
  • Alkynes / chemistry*
  • Catalysis
  • Cyclization
  • Hydrogenation
  • Molecular Structure
  • Naphthyridines / chemical synthesis*
  • Naphthyridines / chemistry*
  • Organometallic Compounds / chemistry
  • Rhodium / chemistry

Substances

  • Alkadienes
  • Alkynes
  • Naphthyridines
  • Organometallic Compounds
  • propadiene
  • Rhodium