First total synthesis of the biologically active 2,7-dioxygenated tricyclic carbazole alkaloids 7-methoxy-O-methylmukonal, clausine H (clauszoline-C), clausine K (clauszoline-J) and clausine O

Org Biomol Chem. 2005 Sep 7;3(17):3099-101. doi: 10.1039/b507660a. Epub 2005 Aug 3.

Abstract

Using the iron-mediated arylamine cyclization as the key step we have achieved a short and highly efficient access to the biologically active 2,7-dioxygenated tricyclic carbazole alkaloids 7-methoxy-O-methylmukonal, clausine H (clauszoline-C), clausine K (clauszoline-J) and clausine O.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemical synthesis*
  • Carbazoles / chemical synthesis*
  • Crystallography, X-Ray
  • Cyclization
  • Heterocyclic Compounds, 3-Ring / chemical synthesis*
  • Iron / chemistry
  • Models, Molecular
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry*

Substances

  • 7-methoxy-O-methylmukonal
  • Alkaloids
  • Carbazoles
  • Heterocyclic Compounds, 3-Ring
  • Organometallic Compounds
  • clausine H
  • clausine O
  • Iron