Abstract

3(2H)-Furanones are efficiently generated from 3-alkynyl oxireno[2,3-b]chromenones by an Au/DDQ-catalyzed domino reaction through a pathway composed of cyclization, C-C cleavage, nucleophilic addition, oxidation, and nucleophilic addition. It was found that stoichiometric AuCl(3) or catalytic Au with stoichiometric DDQ can oxidize the benzylic sp(3) C-H bond to facilitate nucleophilic addition.

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