Dibromoisobenzofuran as a Formal Equivalent of Didehydroisobenzofuran: Reactive Platform for Expeditious Assembly of Polycycles

Abstract

Two-directional annulation of dibromoisobenzofuran, a formal equivalent to didehydroisobenzofuran, was developed. Importantly, selective bromine-lithium exchange allows the tandem generation of benzynes and dual cycloadditions with two different arynophiles. Also described is the application to the synthesis of a substituted pentacene.