Abstract

Quinone monoacetals (QMAs) were found to be convenient substrates for a unique arylation reaction of enol silyl ethers. This arylation process of QMAs typically proceeds through the acetal activation of the QMAs by a hydrogen-bond donor solvent, such as a fluoroalcohol, for the initiating step. The silyl transfer from silyl enol ethers to the carbonyl oxygen of the QMAs appears to be involved in the C–C coupling step, followed by QMA aromatization. By this method, valuable α-aryl carbonyl compounds containing o-phenol moieties can be obtained directly under mild conditions without lactone formation.

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