New domino reaction for the selective synthesis of tetracyclic cinnolino[5,4,3-cde]cinnolines

Org Biomol Chem. 2009 Mar 21;7(6):1171-5. doi: 10.1039/b817930a. Epub 2009 Jan 29.

Abstract

A new domino reaction for the highly selective synthesis of tetracyclic cinnolino[5,4,3-cde]cinnolines using steric control was described. In this reaction, the use of anthenes with aliphatic groups (R(1)) leads to cinnolino[5,4,3-cde]cinnolines whereas anthenes with aryl groups (R(1)) result in N-amino-1,8-dioxoacridines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Cyclization
  • Heterocyclic Compounds, 2-Ring / chemical synthesis*
  • Heterocyclic Compounds, 2-Ring / chemistry
  • Heterocyclic Compounds, 4 or More Rings / chemical synthesis*
  • Heterocyclic Compounds, 4 or More Rings / chemistry
  • Models, Molecular
  • Molecular Structure
  • Stereoisomerism

Substances

  • Heterocyclic Compounds, 2-Ring
  • Heterocyclic Compounds, 4 or More Rings
  • cinnolino(5,4,3-cde)cinnoline
  • cinnoline