A practical and efficient synthesis of bis(indolyl)methanes in water, and synthesis of di-, tri-, and tetra(bis-indolyl)methanes under thermal conditions catalyzed by oxalic acid dihydrate

Mol Divers. 2010 Feb;14(1):87-96. doi: 10.1007/s11030-009-9150-z. Epub 2009 May 16.

Abstract

A simple, clean, and highly efficient green protocol has been developed for synthesis of bis(indolyl), di(bis-indolyl), and tris-indolyl methanes by the reaction of indole with aldehydes and ketones in the presence of oxalic acid dihydrate [(CO(2)H)(2).2H(2)O] and N-cetyl-N, N, N-trimethylammonium bromide (CTAB) in water. Also, tri(bis-indolyl) and tetra(bis-indolyl)methanes as new bis(indolyl)methanes were prepared under thermal conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry
  • Cetrimonium
  • Cetrimonium Compounds / chemistry
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Ketones / chemistry
  • Methane / analogs & derivatives*
  • Methane / chemical synthesis
  • Methane / chemistry
  • Oxalic Acid / chemistry*
  • Water / chemistry*

Substances

  • Aldehydes
  • Cetrimonium Compounds
  • Indoles
  • Ketones
  • Water
  • Oxalic Acid
  • Methane
  • Cetrimonium