Zhou, J, Jia, M, Song, M, Huang, Z, Steiner, A 
ORCID: 0000-0002-4315-6123, An, Q, Ma, J, Guo, Z, Zhang, Q, Sun, H et al (show 4 more authors)
(2022)
Chemoselective Oxyfunctionalization of Functionalized Benzylic Compounds with a Manganese Catalyst
Angewandte Chemie International Edition, 61 (30).
e202205983-.
ISSN 1433-7851, 1521-3773
Abstract
Whilst allowing for easy access to synthetically versatile motifs and for modification of bioactive molecules, the chemoselective benzylic oxidation reactions of functionalized alkyl arenes remain challenging. Reported in this study is a new non-heme Mn catalyst stabilized by a bipiperidine-based tetradentate ligand, which enables methylene oxidation of benzylic compounds by H<inf>2</inf>O<inf>2</inf>, showing high activity and excellent chemoselectivity under mild conditions. The protocol tolerates an unprecedentedly wide range of functional groups, including carboxylic acid and derivatives, ketone, cyano, azide, acetate, sulfonate, alkyne, amino acid, and amine units, thus providing a low-cost, more sustainable and robust pathway for the facile synthesis of ketones, increase of complexity of organic molecules, and late-stage modification of drugs.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | Benzylic Oxidation, Cyclic Imines, Ketones, Manganese Catalysts, Selective Oxidation |
| Divisions: | Faculty of Science & Engineering > School of Physical Sciences |
| Depositing User: | Symplectic Admin |
| Date Deposited: | 08 Jul 2022 13:58 |
| Last Modified: | 01 Mar 2026 11:02 |
| DOI: | 10.1002/anie.202205983 |
| Open Access URL: | https://doi.org/10.1002/anie.202205983 |
| Related Websites: | |
| URI: | https://livrepository.liverpool.ac.uk/id/eprint/3158031 |
| Disclaimer: | The University of Liverpool is not responsible for content contained on other websites from links within repository metadata. Please contact us if you notice anything that appears incorrect or inappropriate. |
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