Visible-Light-Mediated Ring-Opening Geminal Dibromination of Alkenes via Alkoxy Radicals Enabled by Electron Donor–Acceptor Complex

Abstract

An electron donor–acceptor complex was utilized to generate alkoxy radicals from alcohols under mild conditions using visible light. This approach was combined with a hydroxybromination process to achieve the deconstructive functionalization of alkenes, leading to the production of geminal dibromides. Mechanistic investigations indicated the intermediacy of hypervalent iodine (III) compounds.

Keywords

• geminal dibromination
• electron donor–acceptor complex
• alkoxy radical
• photochemistry
• hypervalent iodine compounds