Alkenes are arguably one of the most privileged and versatile chemicals in organic synthesis because a diverse range of functional groups could be readily introduced across the C=C π system by many classic vicinal difunctionalization reactions. In this context, one of the most investigated and fundamental transformations is the intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction, which allows installation of two different carbon fragments. In recent years, chiral copper catalysis opened a new and robust platform for development of asymmetric radical-mediated alkene DCF reactions, providing a robust and powerful method toward construction of diverse C-C and C-heteroatom bonds. Despite the broad synthetic applicability of these methods, however, the intrinsic redox potential window of copper catalysts, which is critical to the generation of radicals, results in certain limitations on the scope of radical precursors. We envisioned that a merger of photoredox and copper catalysis might allow controlled generation of radicals and extend the scope of radical precursors with broadened redox potential window. In this, we developed a wide variety of visible-light-driven copper-catalyzed radical cross-coupling reactions of cyanoalkyl radicals to construct C-C and C-O bonds. In this talk, I will present the details.

Asymmetric multicomponent radical cross-coupling reactions by dual photoredox and copper catalysis

Where thousands of chemistry professionals meet to share ideas and advance scientific and technical knowledge. Spring 2023 abstracts, posters, and presentations will launch at the end of March.

ACS Spring 2023

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