Literature DB >> 20380389

Room-temperature direct arylation of polyfluorinated arenes under biphasic conditions.

Olivier René1, Keith Fagnou.   

Abstract

New biphasic conditions for the palladium-catalyzed direct arylation of electron-poor fluorinated arenes have been developed. Taking advantage of biphasic chemistry, the use of an immiscible mixture of water and an organic solvent allows complete solubilization of all components of the system, enabling the reaction to proceed at room temperature in yields up to 99%.

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Year:  2010        PMID: 20380389     DOI: 10.1021/ol1006136

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  10 in total

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Authors:  Louis-Charles Campeau; Nilay Hazari
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2.  Palladium(III) in Synthesis and Catalysis.

Authors:  David C Powers; Tobias Ritter
Journal:  Top Organomet Chem       Date:  2011-01-01       Impact factor: 1.311

3.  Weakly nucleophilic potassium aryltrifluoroborates in palladium-catalyzed Suzuki-Miyaura reactions: relative reactivity of K[4-RC6F4BF3] and the role of silver-assistance in acceleration of transmetallation.

Authors:  Vadim V Bardin; Anton Yu Shabalin; Nicolay Yu Adonin
Journal:  Beilstein J Org Chem       Date:  2015-05-04       Impact factor: 2.883

4.  Tuning reactivity and site selectivity of simple arenes in C-H activation: ortho-arylation of anisoles via arene-metal π-complexation.

Authors:  Paolo Ricci; Katrina Krämer; Igor Larrosa
Journal:  J Am Chem Soc       Date:  2014-12-16       Impact factor: 15.419

5.  Benzoate Cyclometalation Enables Oxidative Addition of Haloarenes at a Ru(II) Center.

Authors:  Marco Simonetti; Rositha Kuniyil; Stuart A Macgregor; Igor Larrosa
Journal:  J Am Chem Soc       Date:  2018-09-05       Impact factor: 15.419

6.  Room-temperature Pd/Ag direct arylation enabled by a radical pathway.

Authors:  Amy L Mayhugh; Christine K Luscombe
Journal:  Beilstein J Org Chem       Date:  2020-03-13       Impact factor: 2.883

7.  Circular Discovery in Small Molecule and Conjugated Polymer Synthetic Methodology.

Authors:  Amy L Mayhugh; Preeti Yadav; Christine K Luscombe
Journal:  J Am Chem Soc       Date:  2022-04-05       Impact factor: 16.383

8.  Hindered aryl bromides for regioselective palladium-catalysed direct arylation at less favourable C5-carbon of 3-substituted thiophenes.

Authors:  Rongwei Jin; Charles Beromeo Bheeter; Henri Doucet
Journal:  Beilstein J Org Chem       Date:  2014-05-27       Impact factor: 2.883

9.  One Pot Selective Arylation of 2-Bromo-5-Chloro Thiophene; Molecular Structure Investigation via Density Functional Theory (DFT), X-ray Analysis, and Their Biological Activities.

Authors:  Nasir Rasool; Aqsa Kanwal; Tehmina Rasheed; Quratulain Ain; Tariq Mahmood; Khurshid Ayub; Muhammad Zubair; Khalid Mohammed Khan; Muhammad Nadeem Arshad; Abdullah M Asiri; Muhammad Zia-Ul-Haq; Hawa Z E Jaafar
Journal:  Int J Mol Sci       Date:  2016-06-28       Impact factor: 5.923

10.  Regiocontroled Pd-catalysed C5-arylation of 3-substituted thiophene derivatives using a bromo-substituent as blocking group.

Authors:  Mariem Brahim; Hamed Ben Ammar; Jean-François Soulé; Henri Doucet
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  10 in total

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