Literature DB >> 24040932

Palladium(III)-catalyzed fluorination of arylboronic acid derivatives.

Anthony R Mazzotti1, Michael G Campbell1, Pingping Tang1, Jennifer M Murphy1, Tobias Ritter1.   

Abstract

A practical, palladium-catalyzed synthesis of aryl fluorides from arylboronic acid derivatives is presented. The reaction is operationally simple and amenable to multigram-scale synthesis. Evaluation of the reaction mechanism suggests a single-electron-transfer pathway, involving a Pd(III) intermediate that has been isolated and characterized.

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Year:  2013        PMID： 24040932      PMCID： PMC3820116          DOI： 10.1021/ja405919z

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  37 in total

1.  Synthesis and structure of solution-stable one-dimensional palladium wires.

Authors:  Michael G Campbell; David C Powers; Jean Raynaud; Michael J Graham; Ping Xie; Eunsung Lee; Tobias Ritter
Journal:  Nat Chem       Date:  2011-11-13       Impact factor: 24.427

Review 2.  Selectfluor: mechanistic insight and applications.

Authors:  Paul T Nyffeler; Sergio Gonzalez Durón; Michael D Burkart; Stéphane P Vincent; Chi-Huey Wong
Journal:  Angew Chem Int Ed Engl       Date:  2004-12-27       Impact factor: 15.336

3.  Palladium-mediated fluorination of arylboronic acids.

Authors:  Takeru Furuya; Hanns Martin Kaiser; Tobias Ritter
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Palladium(II)-catalyzed selective monofluorination of benzoic acids using a practical auxiliary: a weak-coordination approach.

Authors:  Kelvin S L Chan; Masayuki Wasa; Xisheng Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-11       Impact factor: 15.336

5.  Connecting binuclear Pd(III) and mononuclear Pd(IV) chemistry by Pd-Pd bond cleavage.

Authors:  David C Powers; Eunsung Lee; Alireza Ariafard; Melanie S Sanford; Brian F Yates; Allan J Canty; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2012-07-17       Impact factor: 15.419

6.  The aerobic oxidation of a Pd(II) dimethyl complex leads to selective ethane elimination from a Pd(III) intermediate.

Authors:  Julia R Khusnutdinova; Nigam P Rath; Liviu M Mirica
Journal:  J Am Chem Soc       Date:  2012-01-20       Impact factor: 15.419

7.  Bimetallic redox synergy in oxidative palladium catalysis.

Authors:  David C Powers; Tobias Ritter
Journal:  Acc Chem Res       Date:  2011-10-27       Impact factor: 22.384

8.  A dinuclear palladium catalyst for α-hydroxylation of carbonyls with O2.

Authors:  Gary Jing Chuang; Weike Wang; Eunsung Lee; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2011-01-19       Impact factor: 15.419

9.  C-F Bond Formation for the Synthesis of Aryl Fluorides.

Authors:  Takeru Furuya; Johannes E M N Klein; Tobias Ritter
Journal:  Synthesis (Stuttg)       Date:  2010-06-01       Impact factor: 3.157

10.  Bimetallic palladium catalysis: direct observation of Pd(III)-Pd(III) intermediates.

Authors:  David C Powers; Matthias A L Geibel; Johannes E M N Klein; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2009-12-02       Impact factor: 15.419
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  17 in total

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Authors:  Ruth Dorel; Philip Boehm; Daniel P Schwinger; John F Hartwig
Journal:  Chemistry       Date:  2020-01-28       Impact factor: 5.236

2.  Terpyridine-metal complexes: Applications in catalysis and supramolecular chemistry.

Authors:  Chiyu Wei; Ying He; Xiaodong Shi; Zhiguang Song
Journal:  Coord Chem Rev       Date:  2019-01-28       Impact factor: 22.315

3.  Hydrogen Bond Directed Photocatalytic Hydrodefluorination: Overcoming Electronic Control.

Authors:  Mohammad B Khaled; Roukaya K El Mokadem; Jimmie D Weaver
Journal:  J Am Chem Soc       Date:  2017-09-08       Impact factor: 15.419

4.  Synthesis of [18 F]Fluoroarenes by Nucleophilic Radiofluorination of N-Arylsydnones.

Authors:  Maruthi Kumar Narayanam; Gaoyuan Ma; Pier Alexandre Champagne; Kendall N Houk; Jennifer M Murphy
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-07       Impact factor: 15.336

5.  Scope and limitation of propylene carbonate as a sustainable solvent in the Suzuki-Miyaura reaction.

Authors:  Andrea Czompa; Balázs László Pásztor; Jennifer Alizadeh Sahar; Zoltán Mucsi; Dóra Bogdán; Krisztina Ludányi; Zoltán Varga; István M Mándity
Journal:  RSC Adv       Date:  2019-11-20       Impact factor: 4.036

6.  Silver-catalyzed vinylogous fluorination of vinyl diazoacetates.

Authors:  Changming Qin; Huw M L Davies
Journal:  Org Lett       Date:  2013-11-14       Impact factor: 6.005

7.  Design, Synthesis, and Biological Evaluation of Novel Allosteric Protein Disulfide Isomerase Inhibitors.

Authors:  Suhui Yang; Andrea Shergalis; Dan Lu; Anahita Kyani; Ziwei Liu; Mats Ljungman; Nouri Neamati
Journal:  J Med Chem       Date:  2019-04-02       Impact factor: 7.446

Review 8.  Late-Stage Fluorination: From Fundamentals to Application.

Authors:  Michael G Campbell; Tobias Ritter
Journal:  Org Process Res Dev       Date:  2014-03-11       Impact factor: 3.317

9.  Pd-catalyzed nucleophilic fluorination of aryl bromides.

Authors:  Hong Geun Lee; Phillip J Milner; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2014-02-27       Impact factor: 15.419

10.  PhenoFluor: Practical Synthesis, New Formulation, and Deoxyfluorination of Heteroaromatics.

Authors:  Teppei Fujimoto; Fabian Becker; Tobias Ritter
Journal:  Org Process Res Dev       Date:  2014-07-23       Impact factor: 3.317
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