123613-86-5Relevant articles and documents
Synthesis of o-Substituted Phenols by Criegee Rearrangement of Benzylic Hydroperoxides
Taljaard, Benjamin,Goosen, Andre,McCleland, Cedric W.
, p. 931 - 934 (2007/10/02)
9-Phenylthioxanthen-9-ol, 10,10-dimethyl-9-phenyl-9,10-dihydroanthracen-9-ol, and 9-arylfluoren-9-ols undergo Criegee-type rearrangements when treated with hydrogen peroxide and acid to generate substituted benzophenones from the first two substrates, and monoesters of biphenyl-2,2'-diol from the fluorenes via subsequent Bayer-Villiger oxidation of the intermediate 2'-aroylbiphenyl-2-ol. 5-Phenyl-10,11-dihydrodibenzocyclohepten-5-ol and its dehydroderivative gave the corresponding heptanone and heptenone on treatment with acid and hydrogen peroxide.Prolonged reaction of the 5-phenyldibenzohepten-5-ol afforded products arising from oxidation of the double bond.
