Abstract
Intermolecular oxidative cyclotrimerization reactions of alkenes and aromatic compounds with DDQ and trifluoromethanesulfonic acid are described. Scholl-type oxidation reactions involving alkenes have not previously been demonstrated. Moreover, the DDQ/acid system has never been used for intermolecular oxidative cyclization reactions. This convenient, metal-free reagent system (DDQ/TfOH) is advantageous with respect to metal-based Scholl-type oxidants because it eliminates the possibility of halogenation of aromatic compounds as a competing side reaction.
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