Recent Advances in Homogeneous Metal-Catalyzed Aerobic C–H Oxidation of Benzylic Compounds

C<i>sp</i><sup>3</sup>⁻H oxidation of benzylic methylene compounds is an established strategy for the synthesis of aromatic ketones, esters, and amides. The need for more sustainable oxidizers has encouraged researchers to explore the use of molecular oxygen. In par...

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Main Authors:	Garazi Urgoitia, Raul SanMartin, María Teresa Herrero, Esther Domínguez
Format:	Article
Language:	English
Published:	MDPI AG 2018-12-01
Series:	Catalysts
Subjects:	oxidation molecular oxygen metal catalysts aryl ketones benzoate esters benzamides
Online Access:	https://www.mdpi.com/2073-4344/8/12/640

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spelling	doaj-8bde5ce578444aadabb80140842495932020-11-24T22:59:55ZengMDPI AGCatalysts2073-43442018-12-0181264010.3390/catal8120640catal8120640Recent Advances in Homogeneous Metal-Catalyzed Aerobic C–H Oxidation of Benzylic CompoundsGarazi Urgoitia0Raul SanMartin1María Teresa Herrero2Esther Domínguez3Department of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, 48940 Leioa, SpainDepartment of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, 48940 Leioa, SpainDepartment of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, 48940 Leioa, SpainDepartment of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, 48940 Leioa, SpainC<i>sp</i><sup>3</sup>⁻H oxidation of benzylic methylene compounds is an established strategy for the synthesis of aromatic ketones, esters, and amides. The need for more sustainable oxidizers has encouraged researchers to explore the use of molecular oxygen. In particular, homogeneous metal-catalyzed aerobic oxidation of benzylic methylenes has attracted much attention. This account summarizes the development of this oxidative strategy in the last two decades, examining key factors such as reaction yields, substrate:catalyst ratio, substrate scope, selectivity over other oxidation byproducts, and reaction conditions including solvents and temperature. Finally, several mechanistic proposals to explain the observed results will be discussed.https://www.mdpi.com/2073-4344/8/12/640oxidationmolecular oxygenmetal catalystsaryl ketonesbenzoate estersbenzamides
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Garazi Urgoitia Raul SanMartin María Teresa Herrero Esther Domínguez
spellingShingle	Garazi Urgoitia Raul SanMartin María Teresa Herrero Esther Domínguez Recent Advances in Homogeneous Metal-Catalyzed Aerobic C–H Oxidation of Benzylic Compounds Catalysts oxidation molecular oxygen metal catalysts aryl ketones benzoate esters benzamides
author_facet	Garazi Urgoitia Raul SanMartin María Teresa Herrero Esther Domínguez
author_sort	Garazi Urgoitia
title	Recent Advances in Homogeneous Metal-Catalyzed Aerobic C–H Oxidation of Benzylic Compounds
title_short	Recent Advances in Homogeneous Metal-Catalyzed Aerobic C–H Oxidation of Benzylic Compounds
title_full	Recent Advances in Homogeneous Metal-Catalyzed Aerobic C–H Oxidation of Benzylic Compounds
title_fullStr	Recent Advances in Homogeneous Metal-Catalyzed Aerobic C–H Oxidation of Benzylic Compounds
title_full_unstemmed	Recent Advances in Homogeneous Metal-Catalyzed Aerobic C–H Oxidation of Benzylic Compounds
title_sort	recent advances in homogeneous metal-catalyzed aerobic c–h oxidation of benzylic compounds
publisher	MDPI AG
series	Catalysts
issn	2073-4344
publishDate	2018-12-01
description	C<i>sp</i><sup>3</sup>⁻H oxidation of benzylic methylene compounds is an established strategy for the synthesis of aromatic ketones, esters, and amides. The need for more sustainable oxidizers has encouraged researchers to explore the use of molecular oxygen. In particular, homogeneous metal-catalyzed aerobic oxidation of benzylic methylenes has attracted much attention. This account summarizes the development of this oxidative strategy in the last two decades, examining key factors such as reaction yields, substrate:catalyst ratio, substrate scope, selectivity over other oxidation byproducts, and reaction conditions including solvents and temperature. Finally, several mechanistic proposals to explain the observed results will be discussed.
topic	oxidation molecular oxygen metal catalysts aryl ketones benzoate esters benzamides
url	https://www.mdpi.com/2073-4344/8/12/640
work_keys_str_mv	AT garaziurgoitia recentadvancesinhomogeneousmetalcatalyzedaerobicchoxidationofbenzyliccompounds AT raulsanmartin recentadvancesinhomogeneousmetalcatalyzedaerobicchoxidationofbenzyliccompounds AT mariateresaherrero recentadvancesinhomogeneousmetalcatalyzedaerobicchoxidationofbenzyliccompounds AT estherdominguez recentadvancesinhomogeneousmetalcatalyzedaerobicchoxidationofbenzyliccompounds
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Recent Advances in Homogeneous Metal-Catalyzed Aerobic C–H Oxidation of Benzylic Compounds

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