Dual-Functional Group Transfer Reagents for Dihalogenation Reactions

AbstractFunctional group transfer reagents (FGTRs) represent a powerful strategy for introducing diverse functionalities into organic molecules. Herein, we describe the development and application of novel dual-functional group transfer reagents designed to facilitate efficient and selective vicinal dihalogenation of unsaturated hydrocarbons under mild photoredox catalytic conditions. Experimental investigations, coupled with density functional theory calculations, provide detailed mechanistic insights into the reaction, highlighting a unique radical-polar crossover mechanism involving radical ‘halogen dance’ and ionic addition of molecular dihalogens. The developed dual-FGTR approach showcases superior scalability, functional group tolerance, and practical applicability in a synthetic chemistry context.1 Introduction2 Reagent Design3 Transfer Dihalogenation Span4 Mechanistic Insights5 Conclusion