Literature DB >> 30052305

Catalytic Aerobic Oxidation of C(sp3 )-H Bonds.

Hans Sterckx1, Bénédicte Morel1, Bert U W Maes1.   

Abstract

Oxidation reactions are a key technology to transform hydrocarbons from petroleum feedstock into chemicals of a higher oxidation state, allowing further chemical transformations. These bulk-scale oxidation processes usually employ molecular oxygen as the terminal oxidant as at this scale it is typically the only economically viable oxidant. The produced commodity chemicals possess limited functionality and usually show a high degree of symmetry thereby avoiding selectivity issues. In sharp contrast, in the production of fine chemicals preference is still given to classical oxidants. Considering the strive for greener production processes, the use of O2 , the most abundant and greenest oxidant, is a logical choice. Given the rich functionality and complexity of fine chemicals, achieving regio/chemoselectivity is a major challenge. This review presents an overview of the most important catalytic systems recently described for aerobic oxidation, and the current insight in their reaction mechanism.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C(sp3)−H bonds; aerobic; catalysis; oxidation; oxygen

Year:  2019        PMID: 30052305     DOI: 10.1002/anie.201804946

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  16 in total

1.  Strain-Promoted Oxidation of Methylenecyclopropane Derivatives using N-Hydroxyphthalimide and Molecular Oxygen in the Dark.

Authors:  T E Anderson; K A Woerpel
Journal:  Org Lett       Date:  2020-07-09       Impact factor: 6.005

2.  Radical C(sp3)-H functionalization and cross-coupling reactions.

Authors:  Dung L Golden; Sung-Eun Suh; Shannon S Stahl
Journal:  Nat Rev Chem       Date:  2022-05-17       Impact factor: 34.571

3.  Electrochemical aromatic C-H hydroxylation in continuous flow.

Authors:  Hao Long; Tian-Sheng Chen; Jinshuai Song; Shaobin Zhu; Hai-Chao Xu
Journal:  Nat Commun       Date:  2022-07-08       Impact factor: 17.694

4.  Ligand-Enabled Monoselective β-C(sp3)-H Acyloxylation of Free Carboxylic Acids Using a Practical Oxidant.

Authors:  Zhe Zhuang; Alastair N Herron; Zhoulong Fan; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2020-03-30       Impact factor: 15.419

5.  N-Ammonium Ylide Mediators for Electrochemical C-H Oxidation.

Authors:  Masato Saito; Yu Kawamata; Michael Meanwell; Rafael Navratil; Debora Chiodi; Ethan Carlson; Pengfei Hu; Longrui Chen; Sagar Udyavara; Cian Kingston; Mayank Tanwar; Sameer Tyagi; Bruce P McKillican; Moses G Gichinga; Michael A Schmidt; Martin D Eastgate; Massimiliano Lamberto; Chi He; Tianhua Tang; Christian A Malapit; Matthew S Sigman; Shelley D Minteer; Matthew Neurock; Phil S Baran
Journal:  J Am Chem Soc       Date:  2021-05-13       Impact factor: 15.419

6.  Repurposing Inflatable Packaging Pillows as Bioreactors: a Convenient Synthesis of Glucosone by Whole-Cell Catalysis Under Oxygen.

Authors:  Michael D Mozuch; Kolby C Hirth; Thomas J Schwartz; Philip J Kersten
Journal:  Appl Biochem Biotechnol       Date:  2020-11-13       Impact factor: 2.926

7.  A Supported Bismuth Halide Perovskite Photocatalyst for Selective Aliphatic and Aromatic C-H Bond Activation.

Authors:  Yitao Dai; Corentin Poidevin; Cristina Ochoa-Hernández; Alexander A Auer; Harun Tüysüz
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-23       Impact factor: 15.336

8.  Testing the limits of radical-anionic CH-amination: a 10-million-fold decrease in basicity opens a new path to hydroxyisoindolines via a mixed C-N/C-O-forming cascade.

Authors:  Quintin Elliott; Gabriel Dos Passos Gomes; Christopher J Evoniuk; Igor V Alabugin
Journal:  Chem Sci       Date:  2020-02-21       Impact factor: 9.825

9.  Oxoiron(v) mediated selective electrochemical oxygenation of unactivated C-H and C[double bond, length as m-dash]C bonds using water as the oxygen source.

Authors:  Bittu Chandra; Hellan K M; Santanu Pattanayak; Sayam Sen Gupta
Journal:  Chem Sci       Date:  2020-09-24       Impact factor: 9.825

10.  Efficient Palladium-Catalyzed Aerobic Arylative Carbocyclization of Enallenynes.

Authors:  Jie Liu; Alexander Ricke; Bin Yang; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-20       Impact factor: 15.336

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