A green method for the electroorganic synthesis of new 1,3-Indandione derivatives

Chem Pharm Bull (Tokyo). 2006 Oct;54(10):1391-6. doi: 10.1248/cpb.54.1391.

Abstract

This is an environmentally friendly method in the field of electroorganic reactions under controlled potential electrolysis, without toxic reagents at a carbon electrode in an undivided cell which involves the (EC) mechanism reaction and comprises two steps alternatively; (i) electrochemical oxidation and (ii) chemical reaction. In particular, the electrochemical oxidation of 4-tert-butylcatechol, 4-methylcatechol and 2,3-dihydroxybenzoic acid in the presence of 2-phenyl-1,3-indandione has been studied in a water-acetonitrile (90 : 10) mixture. The research includes the use of a variety of experimental techniques, such as cyclic voltammetry, controlled-potential electrolysis, and spectroscopic identification of products (FT-IR, (1)H-NMR, and MS spectrometry).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon
  • Catechols / chemical synthesis
  • Catechols / chemistry
  • Electrochemistry
  • Electrodes
  • Electrolysis
  • Hydroxybenzoates / chemical synthesis
  • Hydroxybenzoates / chemistry
  • Indans / chemical synthesis*
  • Indans / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Stereoisomerism

Substances

  • Catechols
  • Hydroxybenzoates
  • Indans
  • 4-methylcatechol
  • tert-butylcatechol
  • 1,3-indandione
  • 2,3-dihydroxybenzoic acid
  • Carbon