102599-53-1Relevant articles and documents
A 2:1 coupling reaction of arynes with aldehydes via o-quinone methides: Straightforward synthesis of 9-arylxanthenes
Yoshida, Hiroto,Watanabe, Masahiko,Fukushima, Hiroyuki,Ohshita, Joji,Kunai, Atsutaka
, p. 4049 - 4051 (2004)
(Chemical Equation Presented) A novel coupling reaction, where an aldehyde and two molar amounts of an aryne are assembled selectively, has been demonstrated to afford diverse 9-arylxanthene derivatives in one step. o-Quinone methide arising from the [2 + 2] cycloaddition of an aldehyde with an aryne was postulated as a transient intermediate.
Synergistic effect of ketone and hydroperoxide in Bronsted acid catalyzed oxidative coupling reactions
Schweitzer-Chaput, Bertrand,Sud, Abhishek,Pinter, Aron,Dehn, Stefanie,Schulze, Philipp,Klussmann, Martin
supporting information, p. 13228 - 13232 (2014/01/06)
Waste not wasted: A mechanistic study of the autoxidative coupling of xanthene with cyclopentanone uncovered an autoinductive effect of the waste product hydrogen peroxide. It generates radicals in the presence of acid and ketones, which accelerate the reaction by providing an additional pathway to the reactive hydroperoxide intermediate. This discovery could be applied to achieve other Bronsted acid catalyzed oxidative coupling reactions.