Bulletin of the Chemical Society of Japan p. 1137 - 1139 (1982)
Update date:2022-08-05
Topics:
Takeshita, Hitoshi
Mametsuka, Hiroaki
Matsuo, Norihide
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.
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