Solvent-free ruthenium-catalysed triflate coupling as a convenient method for selective azole-o-C–H monoarylation

Literature Information

Publication Date 2019-05-22
DOI 10.1039/C9OB00806C
Impact Factor 3.876
Authors

Taoufik Boubaker, Julien Roger


View Original

Abstract

Metal-catalysed ortho-directed C–H functionalization usually faces selectivity issues in the competition between mono- and disubstitution processes. We report herein the ruthenium-catalysed N-directed C–H monoarylation of arylpyrazoles with a selectivity of up to 96% or that generally reaches values above 80%. This selectivity is an effect of solvent-free conditions associated with sulfonate reagents, in the absence of frequently used acidic additives.

Related Literature

Local environments of boron heteroatoms in non-crystalline layered borosilicates

Mounesha N. Garaga, Ming-Feng Hsieh, Zalfa Nour, Michael Deschamps, Dominique Massiot, Bradley F. Chmelka, Sylvian Cadars

2015-07-15 Paper

DOI: 10.1039/C5CP03448E

Collisional excitation of CH(X2Π) by He: new ab initio potential energy surfaces and scattering calculations

Sarantos Marinakis, Indigo Lily Dean, Jacek Kłos, François Lique

2015-07-29 Paper

DOI: 10.1039/C5CP03696H

Direct observation of structural properties and fluorescent trapping sites in macrocyclic porphyrin arrays at the single-molecule level

Sujin Ham, Ji-Eun Lee, Suhwan Song, Xiaobin Peng, Takaaki Hori, Naoki Aratani, Atsuhiro Osuka, Eunji Sim, Dongho Kim

2016-01-08 Paper

DOI: 10.1039/C5CP06859B

Phase transition kinetics and surface binding states of methylammonium lead iodide perovskite

G. Rajendra Kumar, A. Dennyson Savariraj, S. N. Karthick, S. Selvam, B. Balamuralitharan, Hee-Je Kim, K. K. Viswanathan, M. Vijaykumar

2016-02-09 Paper

DOI: 10.1039/C5CP06232B

Magnetic susceptibility of actinide(iii) cations: an experimental and theoretical study

Matthieu Autillo, Laetitia Guerin, Hélène Bolvin, Philippe Moisy, Claude Berthon

2016-02-11 Paper

DOI: 10.1039/C5CP07456H

Investigation of the structural preference and flexibility of the loop residues in amyloid fibrils of the HET-s prion

Jožica Dolenc, Beat H. Meier, Victor H. Rusu, Wilfred F. van Gunsteren

2016-01-18 Paper

DOI: 10.1039/C6CP00057F

The promotional effect of surface defects on the catalytic performance of supported nickel-based catalysts

Yizhen Li, Jiaying Yu, Wei Li, Guoli Fan, Lan Yang, Feng Li

2016-01-29 Paper

DOI: 10.1039/C5CP07371E

Charge-switchable gold nanoparticles for enhanced enzymatic thermostability

Shiv Shankar, Sarvesh K. Soni, P. R. Selvakannan, Jayant M. Khire, Suresh K. Bhargava, Vipul Bansal

2015-07-16 Paper

DOI: 10.1039/C5CP03021H

Tunable conduction type of solution-processed germanium nanoparticle based field effect transistors and their inverter integration

Zeynep Meric, Christian Mehringer, Nicolas Karpstein, Michael P. M. Jank, Wolfgang Peukert

2015-08-04 Paper

DOI: 10.1039/C5CP03321G

You might also like

Compound Q&A

What is 1-(2,4,6-Trifluorophenyl)ethanol (CAS: 1250113-83-7)?

1-(2,4,6-Trifluorophenyl)ethanol is an organic compound with the CAS number 1250...

1250113-83-71-(2,4,6-Trifluoroph...
Compound Q&A

Is 1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) safe?

1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) is ...

919111-34-51-(2,4-Dimethoxybenz...
Compound Q&A

What are the physical and chemical properties of (7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one (CAS: 51419-51-3)?

(7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one is a crystal...

51419-51-3(7S,15R)-6β,15-Diace...
Compound Q&A

What regulatory guidelines apply to rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3618-04-0)?

The compound rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3...

3618-04-0rac-ethyl (1r,4r)-4-...
Compound Q&A

What is the market or research trend for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3)?

The market for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3) is cur...

175135-62-32-(2,4-Difluoropheno...
Compound Q&A

What are the main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9)?

The main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9) include research in ...

157-03-96-Diazo-5-oxo-L-norl...
Compound Q&A

What precautions should be taken when handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5)?

When handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5), i...

173308-19-52-Aminoethyl-mono-am...
Compound Q&A

How is 5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) typically synthesized?

5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) can be synthesi...

178488-37-45-Methylimidazo[1,2-...
Compound Q&A

Are there alternatives to 2,4,6-Trihydroxyisophthalaldehyde (CAS: 4396-13-8) in synthesis?

There are alternative reagents that can be used in the synthesis of 2,4,6-Trihyd...

4396-13-82,4,6-Trihydroxyisop...
Compound Q&A

What is (2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid (CAS: 179461-52-0)?

(2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid is a chemical compound wi...

179461-52-0(2Z)-3-(5-Fluoro-1H-...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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.