29771-48-0Relevant articles and documents
A Dimethyl Sulfoxide-mediated Oxidation of Arylalkyl and Alkyl Alcohols to Corresponding Aldehydes and Ketones via Tropolonyl Ethers
Takeshita, Hitoshi,Mametsuka, Hiroaki,Matsuo, Norihide
, p. 1137 - 1139 (1982)
The arylmethyl and diarylmethyl ethers of tropolones were oxidized to the corresponding carbonyl derivatives by heating in dimethyl sulfoxide.The free alcohols were oxidized at a much slower rate, suggesting that some sort of DMSO-linked intermediates are responsible for the oxidation.Inertness of free alcohols was proven by means of the cross-over experiments, including deuterium-labelling.This oxidation was applicable to alkyl ethers, but not to alkenyl ethers, which are known to cause the Claisen-rearrangement.