Issue 34, 2021

Recent progress in the radical α-C(sp3)–H functionalization of ketones

Abstract

The direct use structurally simple ketones as α-ketone radical sources for α-C(sp3)–H functionalization is a sustainable and powerful approach for constructing complex and multifunctional chemical scaffolds with diverse applications. The reactions of α-ketone radicals with alkenes, alkynes, enynes, imides, and imidazo[1,2-a]pyridines have broadened the structural diversity and complexity of ketones. Through chosen illustrative examples, we outline the recent progress in the development of methods that enable the radical α-C(sp3)–H functionalization of ketones, with an emphasis on radical initiation systems and possible mechanisms of the transformations. The application of these strategies is illustrated by the synthesis of several biologically active molecules and drug molecules. Further subdivision is based on substrate type and reaction type.

Graphical abstract: Recent progress in the radical α-C(sp3)–H functionalization of ketones

Article information

Article type
Review Article
Submitted
20 Jul 2021
Accepted
16 Aug 2021
First published
17 Aug 2021

Org. Biomol. Chem., 2021,19, 7333-7347

Recent progress in the radical α-C(sp3)–H functionalization of ketones

J. Li, W. Zhang, G. Ge, H. Zheng and W. Wei, Org. Biomol. Chem., 2021, 19, 7333 DOI: 10.1039/D1OB01408K

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