Photoredox-catalyzed 2,2,2-trifluoroethylation and 2,2-difluoroethylation of alkenes with concomitant introduction of a quinoxalin-2(1H)-one moiety

Literature Information

Publication Date 2021-10-05
DOI 10.1039/D1QO01170G
Impact Factor 5.281
Authors

Xiu Yang, Wei-Dong Meng, Xiu-Hua Xu, Yangen Huang


View Original

Abstract

A photoredox-catalyzed strategy for difunctionalization of alkenes with readily available quinoxalin-2(1H)-ones and inexpensive ICH2CF3/ICH2CF2H was developed. This reaction proceeded under mild conditions, affording the corresponding three-component coupling products in moderate to high yields and excellent regioselectivity. It provides a new protocol to access valuable CF3CH2- and HCF2CH2-containing compounds.

Related Literature

Front cover

Cover

DOI: 10.1039/D0QO90035D

Insights into Lewis base-catalyzed chemoselective [3 + 2] and [3 + 4] annulation reactions of MBH carbonates

Qianqian Deng, Shi-Jun Li, Donghui Wei

2020-06-04 Research Article

DOI: 10.1039/D0QO00457J

Copper-catalyzed trifluoromethylthiolation-peroxidation of alkenes and allenes

Yuanjin Chen, Yangyang Ma, Liangkui Li, Mingshuo Cui, Zhiping Li

2020-06-02 Research Article

DOI: 10.1039/D0QO00533A

Diastereoselective synthesis of 3,3-disubstituted 3-nitro-4-chromanone derivatives as potential antitumor agents

Huiqing Chen, Jia Xie, Dong Xing, Jinping Wang, Jie Tang, Zhengfang Yi, Fei Xia, Wen-Wei Qiu, Fan Yang

2019-01-07 Communication

DOI: 10.1039/C8OB02761G

Reversibly photoswitchable alkoxy azobenzenes connected benzenetricarboxamide discotic liquid crystals with perpetual long range columnar assembly

Sudha Devi, Indu Bala, Santosh Prasad Gupta, Pravesh Kumar, Santanu Kumar Pal, Sugumar Venkataramani

2018-10-08 Paper

DOI: 10.1039/C8OB01579A

A new trifluoromethylated sulfonamide phosphine ligand for Ag(i)-catalyzed enantioselective [3 + 2] cycloaddition of azomethine ylides

Yuanqi Wu, Bing Xu, Bing Liu, Zhan-Ming Zhang, Yu Liu

2018-12-20 Paper

DOI: 10.1039/C8OB02922A

Synthesis and biological activity of dehydrophos derivatives

M. Mercedes Jiménez-Andreu, Francisco J. Sayago, Carlos Cativiela

2019-01-02 Paper

DOI: 10.1039/C8OB03079K

Palladium-catalyzed enantioselective [5 + 4] annulation of ortho-quinone methides and vinylethylene carbonates

Chao Xia, Dong-Chao Wang, Gui-Rong Qu

2020-05-08 Research Article

DOI: 10.1039/D0QO00128G

Direct organocatalytic asymmetric Michael reaction of fluorine hemiaminal-type nucleophile to 4-nitro-5-styrylisoxazoles

Luyao Li, Bo Zhu, Huihui Fan, Zhiyong Jiang, Junbiao Chang

2020-04-17 Research Article

DOI: 10.1039/D0QO00348D

You might also like

Compound Q&A

What industries use (1R,3S)-1,3-Cyclopentanediol (CAS: 16326-97-9)?

(1R,3S)-1,3-Cyclopentanediol finds applications in various industries. In the ph...

16326-97-9(1R,3S)-1,3-Cyclopen...
Compound Q&A

What precautions should be taken when handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine (CAS: 637-31-0)?

When handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine, it i...

637-31-0N'-[4-(Dimethylamino...
Compound Q&A

Are there alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine (CAS: 1352318-16-1) in synthesis?

There are several alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine in ...

1352318-16-15-(2,4-Difluoropheny...
Compound Q&A

What regulatory guidelines apply to 1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6)?

1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6) must comply with the Globally...

382141-68-61-(3-Methoxyphenoxy)...
Compound Q&A

Is Tetrodotoxin Citrate (CAS: 18660-81-6) safe?

Tetrodotoxin Citrate is extremely dangerous and should be handled with extreme c...

18660-81-6Tetrodotoxin Citrate
Compound Q&A

What are the main uses of 2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9)?

2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9) i...

225641-84-92-Methyl-2-propanyl ...
Compound Q&A

How should waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) be handled?

Waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) ...

16261-80-64-(2-Hydroxyhexafluo...
Compound Q&A

How is 2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl}carbamate (CAS: 102507-19-7) typically synthesized?

2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl...

102507-19-72-Methyl-2-propanyl ...
Compound Q&A

What is Benzeneethanamine, α-ethyl-, hydrochloride (1:1) (CAS: 20735-15-3)?

Benzeneethanamine, α-ethyl-, hydrochloride (1:1) is an organic compound with the...

20735-15-3Benzeneethanamine, α...
Compound Q&A

Are there alternatives to 3-{(E)-[4-(Dimethylamino)phenyl]diazenyl}benzoic acid (CAS: 20691-84-3) in synthesis?

In the synthesis of compounds similar to 3-{(E)-[4-(Dimethylamino)phenyl]diazeny...

20691-84-33-{(E)-[4-(Dimethyla...

Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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.