Recent Advances in Copper-Catalyzed Aerobic Csp3−H Oxidation Strategy

2021 ◽  
Author(s):  
Kyungsoo Oh ◽  
Hun Young Kim
Keyword(s):  
Molecular Oxygen ◽  
Copper Catalysts ◽  
Recent Advances

The interplay between copper catalysts and molecular oxygen renders the opportunity to control the promiscuous catalytic behaviors in the aerobic Csp3−H bond oxidations without using stoichiometric amounts of oxidants. This...

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

Catalysts ◽  
2018 ◽  
Vol 8 (12) ◽  
pp. 640 ◽  
Author(s):  
Garazi Urgoitia ◽  
Raul SanMartin ◽  
María Herrero ◽  
Esther Domínguez
Keyword(s):  
Molecular Oxygen ◽  
Aerobic Oxidation ◽  
Key Factors ◽  
Reaction Conditions ◽  
Aromatic Ketones ◽  
Recent Advances ◽  
Metal Catalyzed

Csp3–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.

Metal-free allylic/benzylic oxidation strategies with molecular oxygen: recent advances and future prospects

2014 ◽  
Vol 16 (5) ◽  
pp. 2344 ◽  
Author(s):  
Kexian Chen ◽  
Pengfei Zhang ◽  
Yong Wang ◽  
Haoran Li
Keyword(s):  
Molecular Oxygen ◽  
Future Prospects ◽  
Metal Free ◽  
Recent Advances ◽  
Benzylic Oxidation

Copper-mediated/-catalyzed fluorination reactions: new routes to aryl fluorides

2014 ◽  
Vol 1 (4) ◽  
pp. 430-433 ◽  
Author(s):  
Xin Mu ◽  
Guosheng Liu
Keyword(s):  
Aromatic Compounds ◽  
Copper Catalysts ◽  
Recent Advances ◽  
Direct Fluorination

Recent advances in direct fluorination of aromatic compounds by copper catalysts have been highlighted.

Parallel Screening of Homogeneous Copper Catalysts for the Oxidation of Benzylic Alcohols with Molecular Oxygen in Aqueous Solutions

2004 ◽  
Vol 6 (6) ◽  
pp. 967-973 ◽  
Author(s):  
Petro Lahtinen ◽  
Heikki Korpi ◽  
Elina Haavisto ◽  
Markku Leskelä ◽  
Timo Repo
Keyword(s):  
Aqueous Solutions ◽  
Molecular Oxygen ◽  
Copper Catalysts ◽  
Benzylic Alcohols ◽  
Parallel Screening

tert-Butyl Nitrite (TBN) as a Versatile Reagent in Organic Synthesis

Synthesis ◽  
2017 ◽  
Vol 50 (04) ◽  
pp. 711-722 ◽  
Author(s):  
Xiaodong Jia ◽  
Pengfei Li
Keyword(s):  
Molecular Oxygen ◽  
Organic Synthesis ◽  
Radical Reactions ◽  
Organic Transformations ◽  
Metal Free ◽  
Tert Butyl ◽  
The Past ◽  
Recent Advances ◽  
Versatile Reagent

tert-Butyl nitrite (TBN) is an important metal-free reagent that is widely applied in various organic transformations. Besides its traditional applications in nitrosation and diazotization, its ability to activate molecular oxygen to enable the initiation of radical reactions, including nitration, oximation, oxidation, and so on, has attracted extensively attention in the past decade. This review highlights recent advances in this field to promote further exploration of this versatile compound.1 Introduction2 Reactions Involving TBN2.1 Nitrosation2.2 Oximation2.3 Diazotization2.4 Nitration2.5 Oxidation2.6 Other Reactions3 Conclusion and Perspective

Recent advances in Pd-catalyzed oxidative couplings in the synthesis/functionalization of cyclic scaffolds using molecular oxygen as the sole oxidant

Synthesis ◽  
2021 ◽  
Author(s):  
Amanda Aline Barboza ◽  
Juliana Arantes Dantas ◽  
Mateus Oliveira Costa ◽  
Attilio Chiavegatti ◽  
Guilherme Augusto de Melo Jardim ◽  
...  
Keyword(s):  
Molecular Oxygen ◽  
Cross Coupling ◽  
Structural Diversity ◽  
Coupling Reactions ◽  
Molecular Scaffolds ◽  
Cyclization Reactions ◽  
Oxidative Cyclizations ◽  
Cross Coupling Reactions ◽  
Recent Advances ◽  
Dehydrogenative Coupling

Over the past years, Pd(II)-catalyzed oxidative couplings enabled the achievement of molecular scaffolds with high structural diversity via C−C, C-N and C-O bond-formation reactions. In contrast to the use of stoichiometric amounts of more common oxidants, such as metal salts (Cu and Ag) and benzoquinone derivatives, the use of molecular oxygen in the direct or indirect regeneration of Pd(II) species presents itself as a more viable alternative in terms of economy and sustainability. In this review, we describe recent advances on the development Pd-catalyzed oxidative cyclizations/functionalizations, where molecular oxygen plays a pivotal role as the sole stoichiometric oxidant. 1 Introduction 2 Oxidative C-C and C-Nu Coupling 2.1 Intramolecular Oxidative C-Nu Heterocyclization Reactions 2.1.1 C-H Activation 2.1.2 Wacker/aza-Wacker Type Cyclization 2.1.3 Tandem Wacker/aza-Wacker and Cyclization/Cross Coupling Reactions 2.2 Intermolecular Oxidative C-Nu Heterocoupling Reactions 2.3 Intramolecular Oxidative (C-C) Carbocyclization Reactions 2.4 Intermolecular Oxidative C-C Coupling Reactions 2.4.1 Cyclization Reactions 2.4.2 Cross-Coupling Reactions 2.4.3 Homo-Coupling Reactions 3 Aerobic Dehydrogenative Coupling/Functionalization 4 Oxidative C-H Functionalization 5 Summary

scholarly journals Recent Advances of Transition Metal-Catalyzed Aerobic Oxygenation with Molecular Oxygen

2019 ◽  
Vol 39 (12) ◽  
pp. 3328
Author(s):  
Jinwen Wu ◽  
Jiawen Zhu ◽  
Hui Li ◽  
Chunlei Wu ◽  
Runpu Shen ◽  
...  
Keyword(s):  
Transition Metal ◽  
Molecular Oxygen ◽  
Recent Advances ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed
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