Palladium-catalyzed site-selective direct olefination of 6-electron-withdrawing group substituted 3-arylbenzo[d]isoxazoles

Literature Information

Publication Date 2017-06-27
DOI 10.1039/C7QO00435D
Impact Factor 5.281
Authors

Ying Guo, Ling-Yan Shao, Kun-Kun Yu, Ya-Hua Hu, Hong-Wei Liu, Dao-Hua Liao, Ya-Fei Ji


View Original

Abstract

A palladium-catalyzed direct olefination of 6-electron-withdrawing group substituted 3-arylbenzo[d]isoxazoles has been developed with exclusive site-selectivity and excellent E-stereoselectivity. It was found that the olefination occurred at the acidic C-7 position only, overriding a potential directing-group assisted bias. With the wide range of alkene patterns, the protocol allows convenient access to multifarious C-7 olefinated benzo[d]isoxazoles in moderate to good yields.

Related Literature

Triplet formation of 6-azauridine and singlet oxygensensitization with UV light irradiation

Takashi Kobayashi, Hikaru Kuramochi, Tadashi Suzuki, Teijiro Ichimura

2010-03-30 Paper

DOI: 10.1039/B921568A

Micro-FTIR study of soot chemical composition—evidence of aliphatic hydrocarbons on nascent soot surfaces

Jeremy P. Cain, Paul L. Gassman, Hai Wang, Alexander Laskin

2010-03-19 Paper

DOI: 10.1039/B924344E

DNA strand scission induced by a non-thermal atmospheric pressure plasma jet

Sylwia Ptasińska, Blagovest Bahnev, Agnieszka Stypczyńska, Mark Bowden, Nigel J. Mason, Nicholas St. J. Braithwaite

2010-06-16 Communication

DOI: 10.1039/C001188F

Synthesis and microstructure of manganese ferrite colloidal nanocrystals

D. Carta, M. F. Casula, P. Floris, A. Falqui, G. Mountjoy, A. Boni, C. Sangregorio, A. Corrias

2010-04-08 Paper

DOI: 10.1039/B922646J

Oxidation of methanol and formaldehyde to CO2 by a photocatalyst with an energy storage ability

Fei Yang, Yukina Takahashi, Nobuyuki Sakai, Tetsu Tatsuma

2010-04-01 Paper

DOI: 10.1039/B925146D

Exploring the sloped-to-peaked S2/S1 seam of intersection of thymine with electronic structure and direct quantum dynamics calculations

David Asturiol, Graham A. Worth, Michael A. Robb, Lluís Blancafort

2010-03-29 Paper

DOI: 10.1039/C001556C

Feasibility of in vivo15N MRS detection of hyperpolarized 15N labeled choline in rats

Cristina Cudalbu, Ruud B. van Heeswijk, Kai Uffmann, Sami Jannin, Vladimir Denisov, Deniz Kirik

2010-05-12 Paper

DOI: 10.1039/C002309B

The photodissociation dynamics of N-nitrosopyrrolidine from the first and second excited singlet states studied by velocity map imaging

Andreas Maximilian Wenge, Uwe Kensy, Bernhard Dick

2010-01-28 Paper

DOI: 10.1039/B920547K

You might also like

Compound Q&A

What precautions should be taken when handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3)?

When handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3), safety go...

40716-16-34-Methyl-6-(trifluor...
Compound Q&A

What is 4-(3,5-Difluorophenyl)aniline (CAS: 405058-00-6)?

4-(3,5-Difluorophenyl)aniline is an aromatic organic compound with the CAS numbe...

405058-00-64-(3,5-Difluoropheny...
Compound Q&A

How is 5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid (CAS: 338982-07-3) typically synthesized?

5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid can ...

338982-07-35-{[4-(Trifluorometh...
Compound Q&A

What is the market or research trend for 4-Benzylaniline hydrochloride (CAS: 6317-57-3)?

The market for 4-Benzylaniline hydrochloride (CAS: 6317-57-3) is steadily growin...

6317-57-34-Benzylaniline hydr...
Compound Q&A

Is [3-(Diethylsulfamoyl)phenyl]boronic acid (CAS: 871329-58-7) safe?

[3-(Diethylsulfamoyl)phenyl]boronic acid is generally considered safe when handl...

871329-58-7[3-(Diethylsulfamoyl...
Compound Q&A

What are the main uses of 3-Bromo-2,5-dimethoxyaniline (CAS: 115929-62-9)?

3-Bromo-2,5-dimethoxyaniline is mainly used in the pharmaceutical and chemical i...

115929-62-93-Bromo-2,5-dimethox...
Compound Q&A

What regulatory guidelines apply to N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7)?

N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7) is subject to ...

915922-67-7N-Methyl-1-(5-methyl...
Compound Q&A

What industries use Carbamic acid, N-[(5S)-5,6-diamino-6-oxohexyl]-, 1,1-dimethylethyl ester (CAS: 24828-96-4)?

This compound is primarily used in the pharmaceutical industry for the synthesis...

24828-96-4Carbamic acid, N-[(5...
Compound Q&A

How should 2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) be stored?

2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) sho...

1298101-47-92-Methyl-2-propanyl ...
Compound Q&A

What industries use Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9)?

Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9) is utilized in the pharma...

367-33-9Ethyl 2-bromo-4,4,4-...

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 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.