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.

Related Literature

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

Front cover

Cover

DOI: 10.1039/C5CP90058A

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

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

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.