Inositol to aromatics -benzene free synthesis of poly oxygenated aromatics

Carbohydr Res. 2018 May 22:461:38-44. doi: 10.1016/j.carres.2018.03.007. Epub 2018 Mar 14.

Abstract

A method for the preparation of benzene derivatives from myo-inositol, an abundantly available phyto chemical is described. 1,3-Bridged acetals of inososes undergo step-wise elimination leading to the formation of polyoxygenated benzene derivatives. This aromatization reaction proceeds through the intermediacy of a β-alkoxyenone, which could be isolated. This sequence of reactions starting from myo-inositol, provides a novel route for the preparation of polyoxygenated benzene derivatives including polyoxygenated biphenyl. This scheme of synthesis demonstrates the potential of myo-inositol as a sustainable non-petrochemical resource for aromatic compounds.

Keywords: Biomass; Cyclitol; Inositol; Polyhydroxybenzene; Sustainable.

MeSH terms

  • Benzene / chemistry*
  • Biomass
  • Inositol / chemistry*

Substances

  • Inositol
  • Benzene