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Literature DB >> 26812547

Redox-Neutral Couplings between Amides and Alkynes via Cobalt(III)-Catalyzed C-H Activation.

Lingheng Kong¹, Songjie Yu¹, Xukai Zhou¹, Xingwei Li¹.

Abstract

C-H activation assisted by a bifunctional directing group has allowed the construction of heterocycles. This is ideally catalyzed by earth-abundant and eco-friendly transition metals. We report Co(III)-catalyzed redox-neutral coupling between arenes and alkynes using an NH amide as an electrophilic directing group. The redox-neutral C-H activation/coupling afforded quinolines with water as the sole byproduct.

Entities: Chemical Gene

Year: 2016 PMID： 26812547 DOI： 10.1021/acs.orglett.5b03629

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

9 in total

1. Catalytic Synthesis of Substituted Indoles and Quinolines from the Dehydrative C-H Coupling of Arylamines with 1,2- and 1,3-Diols.

Authors: Hanbin Lee; Chae S Yi
Journal: Organometallics Date: 2016-05-27 Impact factor: 3.876

2. Highly Stereoselective Cobalt(III)-Catalyzed Three-Component C-H Bond Addition Cascade.

Authors: Jeffrey A Boerth; Joshua R Hummel; Jonathan A Ellman
Journal: Angew Chem Int Ed Engl Date: 2016-06-15 Impact factor: 15.336

3. Transition-Metal-Catalyzed C-H Bond Addition to Carbonyls, Imines, and Related Polarized π Bonds.

Authors: Joshua R Hummel; Jeffrey A Boerth; Jonathan A Ellman
Journal: Chem Rev Date: 2016-12-12 Impact factor: 60.622

4. Catalyst- and solvent-free approach to 2-arylated quinolines via [5 + 1] annulation of 2-methylquinolines with diynones.

Authors: Hai-Yuan Zhao; Fu-Song Wu; Li Yang; Ying Liang; Xiao-Lin Cao; Heng-Shan Wang; Ying-Ming Pan
Journal: RSC Adv Date: 2018-01-25 Impact factor: 4.036

Review 5. A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors: Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal: Chem Soc Rev Date: 2018-08-28 Impact factor: 54.564

Redox-Neutral Couplings between Amides and Alkynes via Cobalt(III)-Catalyzed C-H Activation.

1. Catalytic Synthesis of Substituted Indoles and Quinolines from the Dehydrative C-H Coupling of Arylamines with 1,2- and 1,3-Diols.

2. Highly Stereoselective Cobalt(III)-Catalyzed Three-Component C-H Bond Addition Cascade.

3. Transition-Metal-Catalyzed C-H Bond Addition to Carbonyls, Imines, and Related Polarized π Bonds.

4. Catalyst- and solvent-free approach to 2-arylated quinolines via [5 + 1] annulation of 2-methylquinolines with diynones.

Review 5. A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

6. Cobalt-catalysed C-H carbonylative cyclisation of aliphatic amides.

7. Cobalt catalyzed carbonylation of unactivated C(sp³)-H bonds.

8. Cobalt(iii)-catalyzed site-selective C-H amidation of pyridones and isoquinolones.

9. Thiocarbonyl-enabled ferrocene C-H nitrogenation by cobalt(III) catalysis: thermal and mechanochemical.