Visible light-mediated direct C8–H arylation of quinolines and C2–H arylation of quinoline-N-oxides and pyridines under organic photocatalysis

Literature Information

Publication Date 2023-12-13
DOI 10.1039/D3NJ04956F
Impact Factor 3.591
Authors


View Original

Abstract

CH-arylated quinolines have found widespread applications in drug discovery as well as in the field of fine chemicals and material science. Herein, we report a general, transition-metal-free, environmentally friendly photocatalytic strategy for the direct C–H arylation of quinolines and quinoline N-oxides/pyridines selectively at the C-8 and C-2 positions, respectively, using chlorophyll as the organic photocatalyst. This method offers a simple, practical route for direct access to C8-aryl quinolines, C2-aryl pyridines, and quinoline N-oxides. The key advantages of the present protocol include operational simplicity, the use of clean energy sources, low reagent costs, and no requirement of pre-functionalized substrates.

Related Literature

From miscible to partially miscible biodegradable double crystalline poly(ethylene succinate)-b-poly(butylene succinate) multiblock copolymers

Jian-Bing Zeng, Qun-Ying Zhu, Xi Lu, Yi-Song He, Yu-Zhong Wang

2011-12-01 Paper

DOI: 10.1039/C1PY00456E

Inside front cover

2021-03-19 Cover

DOI: 10.1039/C6RE90003H

Recognition of polymer side chains by cyclodextrins

Akihito Hashidzume

2011-06-07 Review Article

DOI: 10.1039/C1PY00162K

Front cover

2021-03-19 Cover

DOI: 10.1039/C6RE90002J

Visualization of poly(methyl methacrylate) (PMMA) grafts on cellulose via high-resolution FT-IR microscopy imaging

Susanne Hansson, Thomas Tischer, Anja S. Goldmann, Anna Carlmark, Christopher Barner-Kowollik, Eva Malmström

2011-11-03 Communication

DOI: 10.1039/C1PY00338K

Front cover

2021-03-19 Cover

DOI: 10.1039/C1PY90039K

Programmable digital nonvolatile memory behaviors of donor–acceptor polyimides bearing triphenylamine derivatives: effects of substituents

Taek Joon Lee, Yong-Gi Ko, Hung-Ju Yen, Kyungtae Kim, Dong Min Kim, Wonsang Kwon, Suk Gyu Hahm, Guey-Sheng Liou, Moonhor Ree

2012-03-21 Paper

DOI: 10.1039/C2PY00617K

High molecular weight acrylonitrile–butadiene architectures via a combination of RAFT polymerization and orthogonal copper mediated azide–alkyne cycloaddition

Christoph J. Dürr, Sebastian G. J. Emmerling, Paul Lederhose, Andreas Kaiser, Sven Brandau, Michael Klimpel, Christopher Barner-Kowollik

2012-02-07 Paper

DOI: 10.1039/C2PY00547F

You might also like

Compound Q&A

What industries use 4-(4-tert-Butylphenyl)-1H-pyrazol-3-amine (CAS: 1015845-73-4)?

4-(4-tert-Butylphenyl)-1H-pyrazol-3-amine finds applications in various industri...

1015845-73-44-(4-tert-Butylpheny...
Compound Q&A

What industries use H3TATAB (CAS: 63557-10-8)?

H3TATAB is used in the pharmaceutical industry for the synthesis of certain orga...

63557-10-8H3TATAB
Compound Q&A

What are the main uses of 1-Ethyl-3-fluorobenzene (CAS: 696-39-9)?

1-Ethyl-3-fluorobenzene (CAS: 696-39-9) is primarily used as a precursor in the ...

696-39-91-Ethyl-3-fluorobenz...
Compound Q&A

What are the main uses of 1-(tert-Butoxycarbonyl)-4-(4-methoxyphenyl)pyrrolidine-3-carboxylic acid (CAS: 851484-94-1)?

1-(tert-Butoxycarbonyl)-4-(4-methoxyphenyl)pyrrolidine-3-carboxylic acid is prim...

851484-94-11-(tert-Butoxycarbon...
Compound Q&A

What are the physical and chemical properties of 1-Cyclobutyl-4-piperidinone (CAS: 359880-05-0)?

1-Cyclobutyl-4-piperidinone (CAS: 359880-05-0) is a colorless or white crystalli...

359880-05-01-Cyclobutyl-4-piper...
Compound Q&A

What is Pyridine-2,6-dicarboxylic acid mono-tert-butyl ester (CAS: 575433-76-0)?

Pyridine-2,6-dicarboxylic acid mono-tert-butyl ester (CAS: 575433-76-0) is a che...

575433-76-0Pyridine-2,6-dicarbo...
Compound Q&A

What is the market or research trend for 2,3-Difluorophenylalanine (CAS: 236754-62-4)?

The market for 2,3-Difluorophenylalanine (CAS: 236754-62-4) is growing with incr...

236754-62-42,3-Difluorophenylal...
Compound Q&A

How is (2-Hydroxy-1-naphthyl)boronic acid (CAS: 898257-48-2) typically synthesized?

(2-Hydroxy-1-naphthyl)boronic acid can be synthesized through the reduction of 2...

898257-48-2(2-Hydroxy-1-naphthy...
1315351-28-0tert-Butyl (5-bromo-...
Compound Q&A

Are there alternatives to 5,7-Dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl beta-D-glucopyranoside (CAS: 19833-12-6) in synthesis?

While 5,7-Dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl beta-D-gluc...

19833-12-65,7-Dihydroxy-4-oxo-...

Source Journal

New Journal of Chemistry

New Journal of Chemistry
CiteScore: 5.3
Self-citation Rate: 3.7%
Articles per Year: 2153

NJC (New Journal of Chemistry) is a broad-based primary journal encompassing all branches of chemistry and its sub-disciplines. It contains full research articles, communications, perspectives and focus articles. This well-established journal, owned by the Centre National de la Recherche Scientifique (CNRS) of France, has been co-published with the Royal Society of Chemistry since January 1998. NJC is the forum for the publication of high-quality, original and significant work that opens new directions in chemistry or other scientific disciplines. In addition to having a significant chemical component, work published in NJC must demonstrate that it will have an impact on areas of research other than that of the reported work.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.