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DOI: 10.1055/a-1661-6124
Aerobic Oxidations via Organocatalysis: A Mechanistic Perspective
This work was supported by the Fundamental Research Funds for the Central Universities, and the National Natural Science Foundation of China (No. 22073081).
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Abstract
This review focuses on recent advances and mechanistic views of aerobic C(sp3)–H oxidations catalyzed by organocatalysts, where metal catalysis and photocatalysis are not included.
1 Introduction
2 Carbanion Route: TBD-Catalyzed C(sp3)–H Oxygenation
2.1 α-Hydroxylation of Ketones
2.2 Carbonylation of Benzyl C(sp3)–H
3 Radical Route: NHPI-Catalyzed C(sp3)–H Oxidation
3.1 N-Oxyl Radicals and Mechanisms
3.2 Oxygenation of Benzyl C(sp3)–H
3.3 Solvent Effects
4 Hydride-Transfer Route: TEMPO-Catalyzed Oxidations
4.1 Oxoammonium Cation and Mechanisms
4.2 Dehydrogenation of Alcohols
4.3 Oxygenation of Benzyl C(sp3)–H
5 Conclusions and Outlook
Key words
organocatalysis - aerobic oxidation - C(sp3)–H bond - mechanism - hydrogen bond - guanidine - N-oxyl radicalPublication History
Received: 02 July 2021
Accepted after revision: 05 October 2021
Accepted Manuscript online:
05 October 2021
Article published online:
30 November 2021
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