Efficient metal-free synthesis of various pyrido[2',1':2,3]imidazo- [4,5-b]quinolines

Chemistry. 2013 Sep 9;19(37):12249-53. doi: 10.1002/chem.201300961. Epub 2013 Aug 16.

Abstract

Dancing with diversity: The synthesis of diverse pyrido[2',1':2,3]imidazo[4,5-b]quinolines bearing several substitution patterns was developed based on combining a multicomponent reaction (Groebke-Blackburn-Bienaymé reaction) with an original cyclization as a secondary transformation (see scheme; DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene).

Keywords: Groebke-Blackburn-Bienaymé reaction; aromatic cyclization; cyclization; diversity-oriented synthesis; multicomponent reactions.

MeSH terms

  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry*
  • Cyclization
  • Metals / chemistry*
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry*

Substances

  • Bridged Bicyclo Compounds, Heterocyclic
  • Metals
  • Quinolines
  • 1,8-diazabicyclo(5.4.0)undec-7-ene