Synthesis of carbolines by photostimulated cyclization of anilinohalopyridines

J Org Chem. 2011 Aug 5;76(15):6421-5. doi: 10.1021/jo200923n. Epub 2011 Jul 8.

Abstract

A general synthetic route to prepare all four carboline regioisomers by photostimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yields. In the case of α-carbolines, the S(RN)1 methodology complements previously reported palladium-catalyzed cyclization approaches.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aniline Compounds / chemistry*
  • Carbolines / chemical synthesis*
  • Carbolines / chemistry
  • Catalysis
  • Cyclization
  • Molecular Structure
  • Palladium / chemistry*
  • Photolysis

Substances

  • Aniline Compounds
  • Carbolines
  • Palladium