Copper-Catalyzed Three-Component Germyl Peroxidation of Alkenes.

Org Lett

Key Laboratory of Advanced Light Conversion Materials and Biophotonics, Department of Chemistry, Renmin University of China, Beijing 100872, China.

Published: April 2022

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 -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 metal-embedded organic peroxides.

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http://dx.doi.org/10.1021/acs.orglett.2c00698DOI Listing

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