Synthesis of acridines by the [4 + 2] annulation of arynes and 2-aminoaryl ketones

J Org Chem. 2010 Apr 2;75(7):2289-95. doi: 10.1021/jo1000687.

Abstract

The reaction of 2-aminoaryl ketones and arynes generated by the treatment of various o-(trimethylsilyl)aryl triflates with CsF results in [4 + 2] annulation to afford substituted acridines in good yields.

Publication types

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

MeSH terms

  • Acridines / chemical synthesis*
  • Acridines / chemistry
  • Combinatorial Chemistry Techniques
  • Cyclization
  • Ketones / chemistry*
  • Magnetic Resonance Spectroscopy
  • Models, Chemical
  • Molecular Structure
  • Structure-Activity Relationship
  • Temperature

Substances

  • Acridines
  • Ketones