The Rich Legacy and Bright Future of Transition-Metal Catalyzed Peroxide Based Radical Reactions

Chem Rec. 2021 Dec;21(12):3589-3612. doi: 10.1002/tcr.202100115. Epub 2021 Jun 17.

Abstract

This personal account is mainly focused on the author's involvement in the field of transition metal-catalyzed peroxide based radical reactions. Over the past decades, radical chemistry has flourished and become crucial in contemporary synthetic organic chemistry. Owing to the presence of a single electron in one orbital, radicals are very unstable and react very fast. To carry out desired transformations and to control the side reactions the stabilizations of these radicals is essential. Fortunately, the implementation of a suitable transition metal and peroxide combination into the radical reactions have proved beneficial. Transition metals not only stabilizes the radicals but also protects them from being quenched by undesired homo-coupling or fragmentation. Transition metal-catalyzed radical-radical reactions provide an innovative way for the construction and derivatization of carbocycles and heterocycles. The objective of this review is to give an overview of the construction and derivatization of heterocycles through the lens of radical chemistry, mainly focusing on research work done by our group.

Keywords: Transition-metal catalysis; copper; cross-dehydrogenative coupling; palladium; radical reaction; peroxides.

Publication types

  • Review