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Literature DB >> 18665279

Catalytic aerobic oxidation of substituted 8-methylquinolines in Pd(II)-2,6-pyridinedicarboxylic acid systems.

Jing Zhang¹, Eugene Khaskin, Nicholas P Anderson, Peter Y Zavalij, Andrei N Vedernikov.

Abstract

The ability of Pd(II) complexes derived from 2,6-pyridinedicarboxylic acids to catalyze homogeneous regioselective aerobic oxidation of 5- and 6-substituted 8-methylquinolines in AcOH-Ac(2)O solution to produce corresponding 8-quinolylmethyl acetates in high yield was demonstrated; corresponding 8-quinoline carboxylic acids are minor reaction products.

Entities: Chemical

Year: 2008 PMID： 18665279 DOI： 10.1039/b803156h

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

16 in total

1. Overcoming the "oxidant problem": strategies to use O2 as the oxidant in organometallic C-H oxidation reactions catalyzed by Pd (and Cu).

Authors: Alison N Campbell; Shannon S Stahl
Journal: Acc Chem Res Date: 2012-01-23 Impact factor: 22.384

2. On the mechanism of palladium-catalyzed aromatic C-H oxidation.

Authors: David C Powers; Daphne Y Xiao; Matthias A L Geibel; Tobias Ritter
Journal: J Am Chem Soc Date: 2010-10-20 Impact factor: 15.419

3. Directed, Palladium(II)-Catalyzed Intermolecular Aminohydroxylation of Alkenes Using a Mild Oxidation System.

Authors: Tian Zeng; Zhen Liu; Michael A Schmidt; Martin D Eastgate; Keary M Engle
Journal: Org Lett Date: 2018-06-11 Impact factor: 6.005

4. Palladium-Catalyzed Aerobic Acetoxylation of Benzene using NO_x-Based Redox Mediators.

Authors: Susan L Zultanski; Shannon S Stahl
Journal: J Organomet Chem Date: 2015-05-01 Impact factor: 2.369

5. An Improved Catalyst Architecture for Rhodium (III) Catalyzed C-H Activation and its Application to Pyridone Synthesis.

Authors: Todd K Hyster; Tomislav Rovis
Journal: Chem Sci Date: 2011-08-01 Impact factor: 9.825

Catalytic aerobic oxidation of substituted 8-methylquinolines in Pd(II)-2,6-pyridinedicarboxylic acid systems.

1. Overcoming the "oxidant problem": strategies to use O2 as the oxidant in organometallic C-H oxidation reactions catalyzed by Pd (and Cu).

2. On the mechanism of palladium-catalyzed aromatic C-H oxidation.

3. Directed, Palladium(II)-Catalyzed Intermolecular Aminohydroxylation of Alkenes Using a Mild Oxidation System.

4. Palladium-Catalyzed Aerobic Acetoxylation of Benzene using NO_x-Based Redox Mediators.

5. An Improved Catalyst Architecture for Rhodium (III) Catalyzed C-H Activation and its Application to Pyridone Synthesis.

6. Nitrate as a Redox Co-Catalyst for the Aerobic Pd-Catalyzed Oxidation of Unactivated sp(3)-C-H Bonds.

7. Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents.

Review 8. If C-H bonds could talk: selective C-H bond oxidation.

9. Controlling site selectivity in palladium-catalyzed C-H bond functionalization.

10. Palladium-Catalyzed Aerobic Intramolecular Aminoacetoxylation of Alkenes Enabled by Catalytic Nitrate.