π-extended heterocycles are ubiquitous in medicinal agents, OLEDs, agrochemicals, and photosensitizers. Current methods for accessing such scaffolds, however, often rely on lengthy, low-yielding synthetic routes. A promising yet underdeveloped approach toward these scaffolds involves leveraging the strain-driven reactivity of arynes. This presentation will showcase a method that allows for the generation and trapping of short-lived arynes with catalytically-generated biaryl palladium intermediates to access π-extended heterocyclic systems. Ultimately, this strategy allows for the concise appendage of three or more fused aromatic rings about a central building block, forging two C–C bonds per transformation and demonstrating the strategic use of arynes to access novel compounds with notable properties.

Access to π-extended heterocycles via Pd-catalyzed aryne annulations

Fall 2022 abstracts, posters, and presentations will launch in mid-September.

ACS Fall 2022

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.