Radical functionalization of allenes

Abstract

Allenes exhibit comparatively lower stability compared to alkenes and alkynes, which confers heightened reactivity to these compounds. Recently, the radical functionalization of allenes has progressed considerably, leading to a renaissance in the synthesis of functional natural products, drugs and their analogues, but summary work addressing this aspect has not been reported. This review systematically summarizes recent advancements in the field of radical functionalization of allenes reported within the past five years. It encompasses the difunctionalization and trifunctionalization of the three carbon atoms in allenes, as well as the functionalization of C–Y bonds (Y = H, Br). The representative studies are categorized based on the type of radicals generated, including C-, N-, O-, S-, and Se-centered radicals. For individual more complex reactions, the mechanisms are explored and briefly discussed.