Copper-Catalyzed Three-Component Germyl Peroxidation of Alkenes

The concurrent incorporation of a germyl fragment and another functional group (beyond the hydrogen atom) across the C=C double bond is a highly appealing yet challenging task. Herein we demonstrate the efficient germyl peroxidation of alkenes with germanium hydrides and tert-butyl hydroperoxide via a copper-catalyzed three-component radical relay strategy. This protocol exhibits excellent functional group tolerance and exquisite chemo- and regioselectivity under mild conditions and represents a rare example of constructing synthetically challenging metalembedded organic peroxides.

Automated summary

In this study, we demonstrate an efficient germyl peroxidation reaction of alkenes using germanium hydrides and tert-butyl hydroperoxide via copper-catalyzed three-component radical relay strategy. This reaction shows excellent functional group tolerance and chemo- and regioselectivity under mild conditions, which represents a rare example of constructing synthetically challenging metalembedded organic peroxides.