B2(OH)4-mediated one-pot synthesis of tetrahydroquinoxalines from 2-amino(nitro)anilines and 1,2-dicarbonyl compounds in water

Literature Information

Publication Date 2017-08-09
DOI 10.1039/C7QO00604G
Impact Factor 5.281
Authors

Sensheng Liu, Yanmei Zhou, Yuebo Sui, Huan Liu, Haifeng Zhou


View Original

Abstract

A practical one-pot synthesis of tetrahydroquinoxalines from readily available 2-amino(nitro)anilines and 1,2-dicarbonyl compounds mediated by diboronic acid with water as both a solvent and a hydrogen donor under metal-free conditions has been discovered. The deuterium labeling experiments with D2O were also performed to demonstrate that water acts as the hydrogen donor.

Related Literature

Raman spectroscopic studies of defect structures and phase transition in hyper-stoichiometric UO2+x

Heming He, David Shoesmith

2010-06-08 Paper

DOI: 10.1039/B925495A

Slice-selective single scan protonCOSY with dynamic nuclear polarisation

Rafal Panek, Josef Granwehr, James Leggett, Walter Köckenberger

2010-05-05 Paper

DOI: 10.1039/C002710N

Ultrafast radiationless transition pathways through conical intersections in photo-excited 9H-adenine

Walid Mohamed Ibrahim Hassan, Wilfredo Credo Chung, Noriyuki Shimakura, Shiro Koseki, Hirohiko Kono

2010-03-31 Paper

DOI: 10.1039/B926102H

The UV absorption of nucleobases: semi-classical ab initiospectra simulations

Mario Barbatti

2010-03-29 Paper

DOI: 10.1039/B924956G

A fullerene–distyrylbenzene photosensitizer for two-photon promoted singlet oxygen production

Elisabetta Collini, Ilaria Fortunati, Sara Scolaro, Raffaella Signorini, Camilla Ferrante, Renato Bozio, Graziano Fabbrini, Michele Maggini, Emiliano Rossi, Simone Silvestrini

2010-03-17 Paper

DOI: 10.1039/B922740G

Dehalogenation of 5-halo-uracil molecules induced by 100 keV proton collisions

Jean-Philippe Champeaux, Julien Rabier, Pierre Cafarelli, Martine Sence, Patrick Moretto-Capelle

2010-03-29 Paper

DOI: 10.1039/B926803K

The chemical roots of the matching polynomial

Patrick W. Fowler, Jean-Paul Malrieu

2010-04-06 Paper

DOI: 10.1039/B923893J

Prototropic equilibria in DNA containing one-electron oxidized GC: intra-duplex vs. duplex to solvent deprotonation

Amitava Adhikary, Anil Kumar, Shawn A. Munafo, Deepti Khanduri, Michael D. Sevilla

2010-03-29 Paper

DOI: 10.1039/B925496J

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 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.