Platinum-catalyzed tandem indole annulation/arylation for the synthesis of diindolylmethanes and indolo[3,2-b]carbazoles

Org Lett. 2013 Aug 16;15(16):4162-5. doi: 10.1021/ol4018408. Epub 2013 Aug 5.

Abstract

Various diindolylmethanes were prepared from propargylic ethers and substituted indoles via a platinum-catalyzed tandem indole annulation/arylation cascade. The resulting diindolylmethanes could be converted to natural product malassezin by formylation or indolo[3,2-b]carbazoles by cyclization.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Carbazoles / chemical synthesis*
  • Catalysis
  • Cyclization
  • Ethers / chemistry*
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Molecular Structure
  • Platinum / chemistry*

Substances

  • Alkynes
  • Carbazoles
  • Ethers
  • Indoles
  • propargyl ether
  • Platinum
  • 3,3'-diindolylmethane