Access to aryl mellitic acid esters through a surprising oxidative esterification reaction

J Org Chem. 2014 Jun 6;79(11):5334-7. doi: 10.1021/jo5005185. Epub 2014 May 19.

Abstract

A serendipitously discovered oxidative esterification reaction of cyclohexane hexacarboxylic acid with phosphorus pentachloride and phenols provides one-pot access to previously unknown aryl mellitic acid esters. The reaction features a solvent-free digestion and chromatography-free purifications and demonstrates the possibility of cyclohexane-to-benzene conversions under relatively mild, metal-free conditions.