Microwave-Assisted Palladium-Catalyzed Domino Reaction: Concise Access to 5 <i>H</i> -Dibenzo[ <i>a</i> , <i>c</i> ][7]annulenes and Dihydrodibenzocycloheptacoumarins

Herein, we demonstrate a microwave-assisted one-pot method to access functionalized 5<i>H</i>-dibenzo[<i>a</i>,<i>c</i>][7]annulenes via the Pd(0)-catalyzed tandem Suzuki coupling and intramolecular Claisen-Schmidt condensation pathway. The method exhibited an extensive substrate scope, enabling postsynthetic transformations and scale-up synthesis. Significantly, 5<i>H</i>-dibenzo[<i>a</i>,<i>c</i>][7]annulenes have been smoothly transformed into polycyclic lactones, upon reaction with external phenols catalyzed by TfOH, by constructing C-C and C-O bonds.