Pd(TFA)2-catalyzed direct arylation of quinoxalinones with arenes
Literature Information
Publication Date
2018-12-12
DOI
10.1039/C8QO01250D
Impact Factor
5.281
Authors
Hari Datta Khanal, Chayan Dhar Clinton, Sung Hong Kim, Yong Rok Lee
View Original
Abstract
The direct C-3 arylation of quinoxalin-2-ones with arenes is achieved by a Pd(TFA)2-catalyzed cross-dehydrogenative coupling (CDC) reaction. A wide array of functionalities, including highly sensitive allyl- and benzyl group substituted quinoxalin-2(H)-ones, are readily assembled with arenes containing electron-donating and electron-withdrawing groups in this CDC reaction. Highly regioselective products are produced in good yields with stronger electron-donating groups than toluene and densely substituted arenes as coupling partners. This protocol represents an efficient technique to access various 3-arylbenzo[g]quinoxalinones and 2-aryl-4-methylpyrido[3,4-b]pyrazin-3(4H)-ones under mild conditions.
Recommended Journals
Chemical Communications
Organic Process Research & Development
Saudi Pharmaceutical Journal
Journal of Peptide Science
Journal of Saudi Chemical Society
Current Opinion in Colloid & Interface Science
Chemistry Education Research and Practice
Acta Materialia
Russian Journal of Organic Chemistry
New Journal of Chemistry
Related Literature
Dissociation of CO2 on rhodium nanoclusters (Rh13) in various structures supported on unzipped graphene oxide – a DFT study
Chun-Chih Chang, Jia-Jen Ho
2015-03-24
Paper
DOI: 10.1039/C5CP01121C
Parallel mechanisms of polypyrrole self-discharge in aqueous media
H. Olsson, Z. Qiu, M. Strømme, M. Sjödin
2015-03-25
Paper
DOI: 10.1039/C4CP05355A
Elucidating the conformational energetics of glucose and cellobiose in ionic liquids
Vivek S. Bharadwaj, Timothy C. Schutt, Timothy C. Ashurst, C. Mark Maupin
2015-03-17
Paper
DOI: 10.1039/C5CP00118H
Modulated excitation extended X-ray absorption fine structure spectroscopy
Davide Ferri
2015-03-13
Paper
DOI: 10.1039/C5CP00609K
Electrolyte ion adsorption and charge blocking effect at the hematite/aqueous solution interface: an electrochemical impedance study using multivariate data analysis
K. Shimizu, J. Nyström, P. Geladi, B. Lindholm-Sethson, J.-F. Boily
2015-03-31
Paper
DOI: 10.1039/C4CP05927A
Atomic collisions in suprafluid helium-nanodroplets: timescales for metal-cluster formation derived from He-density functional theory
Andreas W. Hauser, Alexander Volk, Philipp Thaler, Wolfgang E. Ernst
2015-03-20
Paper
DOI: 10.1039/C5CP01110H
Collisional relaxation of apocarotenals: identifying the S* state with vibrationally excited molecules in the ground electronic state S0*
Florian Ehlers, Mirko Scholz, Jens Schimpfhauser, Jürgen Bienert, Kawon Oum, Thomas Lenzer
2015-03-24
Paper
DOI: 10.1039/C4CP05600K
Electrochemistry at highly oriented pyrolytic graphite (HOPG): lower limit for the kinetics of outer-sphere redox processes and general implications for electron transfer models
Guohui Zhang, Anatolii S. Cuharuc, Aleix G. Güell, Patrick R. Unwin
2015-03-31
Paper
DOI: 10.1039/C5CP00383K
Structure-dependent water transport across nanopores of carbon nanotubes: toward selective gating upon temperature regulation
Kuiwen Zhao, Huiying Wu
2015-03-17
Communication
DOI: 10.1039/C4CP06054G
You might also like
Compound Q&A
Is 2-(2-chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) safe?
2-(2-Chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) is generally consi...
7765-11-92-(2-chloroacetamido...
Compound Q&A
Is 2-(Benzyloxy)-5-bromobenzoic acid (CAS: 62176-31-2) safe?
2-(Benzyloxy)-5-bromobenzoic acid can be handled safely if appropriate precautio...
62176-31-22-(Benzyloxy)-5-brom...
Compound Q&A
What is (4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride (CAS: 1159825-48-5)?
(4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride is a chemical compound ...
1159825-48-5(4-Methyl-1,2,5-oxad...
Compound Q&A
What is 2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54-7)?
2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54...
917985-54-72-(5-Hexylthiophen-2...
Compound Q&A
Are there alternatives to 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS: 102771-26-6) in synthesis?
While 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS:...
102771-26-64-(8-Methyl-9H-1,3-d...
Compound Q&A
What is the market or research trend for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine-6-carboxylate (CAS: 851376-80-2)?
The market for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine...
851376-80-2tert-butyl 3-hydroxy...
Compound Q&A
How should waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) be handled?
Waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) should ...
6844-58-23,5-Diamino-1H-pyraz...
Compound Q&A
How is (6-Fluoro-3-pyridinyl)boronic acid (CAS: 351019-18-6) typically synthesized?
(6-Fluoro-3-pyridinyl)boronic acid can be synthesized through the reaction of 6-...
351019-18-6(6-Fluoro-3-pyridiny...
Compound Q&A
What industries use Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9)?
Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9) finds applications in vario...
10065-79-9Dibenzyl carbonimido...
Compound Q&A
What is the market or research trend for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4)?
The market for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4) is g...
74228-83-4(beta,beta,2,3,4,5,6...
Source Journal
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
![(1R)-N-((1R)-1-Phenylethyl)-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine structure](https://static.chemtradehub.com/structs/672/672314-45-3-47ef.webp "(1R)-N-((1R)-1-Phenylethyl)-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine structure")
(1R)-N-((1R)-1-Phenylethyl)-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine
CAS Number:
672314-45-3
Molecular Formula:
C23H41NOSi
![Heptadecanoic Acid 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl Ester structure](https://static.chemtradehub.com/structs/140/1404053-62-8-9da4.webp "Heptadecanoic Acid 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl Ester structure")
Heptadecanoic Acid 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl Ester
CAS Number:
1404053-62-8
Molecular Formula:
C40H59FN4O4
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.