Novel approach to biscarbazole alkaloids via Ullmann coupling--synthesis of murrastifoline-A and bismurrayafoline-A

Org Biomol Chem. 2012 Sep 28;10(36):7269-73. doi: 10.1039/c2ob26229k.

Abstract

Unprecedented Ullmann couplings of murrayafoline-A with either 6-bromo- or 4-bromocarbazole derivatives provide highly efficient synthetic routes to the biscarbazole alkaloids murrastifoline-A (6 steps, 66% overall yield) and bismurrayafoline-A (6 steps, 28% overall yield).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkaloids / chemistry
  • Carbazoles / chemical synthesis*
  • Carbazoles / chemistry
  • Models, Molecular
  • Molecular Structure
  • Stereoisomerism

Substances

  • Alkaloids
  • Carbazoles
  • murrastifoline-A
  • murrayafoline A