Literature DB >> 20695434

Silver-catalyzed late-stage fluorination.

Pingping Tang1, Takeru Furuya, Tobias Ritter.   

Abstract

Carbon-fluorine bond formation by transition metal catalysis is difficult, and only a few methods for the synthesis of aryl fluorides have been developed. All reported transition-metal-catalyzed fluorination reactions for the synthesis of functionalized arenes are based on palladium. Here we present silver catalysis for carbon-fluorine bond formation. Our report is the first example of the use of the transition metal silver to form carbon-heteroatom bonds by cross-coupling catalysis. The functional group tolerance and substrate scope presented here have not been demonstrated for any other fluorination reaction to date.

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Year:  2010        PMID: 20695434      PMCID: PMC2935811          DOI: 10.1021/ja105834t

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


  29 in total

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Review 2.  Asymmetric silver-catalyzed reactions.

Authors:  Marina Naodovic; Hisashi Yamamoto
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3.  Palladium-mediated fluorination of arylboronic acids.

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Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  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

5.  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

6.  Versatile Pd(OTf)2 x 2 H2O-catalyzed ortho-fluorination using NMP as a promoter.

Authors:  Xisheng Wang; Tian-Sheng Mei; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2009-06-10       Impact factor: 15.419

Review 7.  Carbon-fluorine bond formation.

Authors:  Takeru Furuya; Christian A Kuttruff; Tobias Ritter
Journal:  Curr Opin Drug Discov Devel       Date:  2008-11

Review 8.  Understanding organofluorine chemistry. An introduction to the C-F bond.

Authors:  David O'Hagan
Journal:  Chem Soc Rev       Date:  2007-10-17       Impact factor: 54.564

9.  Synthesis and reactivity of a mono-sigma-aryl palladium(IV) fluoride complex.

Authors:  Nicholas D Ball; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2009-03-25       Impact factor: 15.419

10.  Xenon difluoride induced aryl iodide reductive elimination: a simple access to difluoropalladium(II) complexes.

Authors:  Ariela W Kaspi; Anette Yahav-Levi; Israel Goldberg; Arkadi Vigalok
Journal:  Inorg Chem       Date:  2007-12-04       Impact factor: 5.165

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  47 in total

1.  Accelerating palladium-catalyzed C-F bond formation: use of a microflow packed-bed reactor.

Authors:  Timothy Noël; Thomas J Maimone; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-11       Impact factor: 15.336

2.  Copper-Mediated Fluorination of Aryl Trisiloxanes with Nucleophilic Fluoride.

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

3.  Selective and Scalable Perfluoroarylation of Nitroalkanes.

Authors:  Jon I Day; Jimmie D Weaver
Journal:  J Org Chem       Date:  2017-06-09       Impact factor: 4.354

4.  Cyclopropanations of olefin-containing natural products for simultaneous arming and structure activity studies.

Authors:  Omar Robles; Sergio O Serna-Saldívar; Janet A Gutiérrez-Uribe; Daniel Romo
Journal:  Org Lett       Date:  2012-02-24       Impact factor: 6.005

5.  Deoxyfluorination of phenols.

Authors:  Pingping Tang; Weike Wang; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2011-07-12       Impact factor: 15.419

6.  Copper-mediated fluorination of arylboronate esters. Identification of a copper(III) fluoride complex.

Authors:  Patrick S Fier; Jingwei Luo; John F Hartwig
Journal:  J Am Chem Soc       Date:  2013-02-05       Impact factor: 15.419

7.  Photocatalytic C-F Reduction and Functionalization.

Authors:  Sameera Senaweera; Jimmie D Weaver
Journal:  Aldrichimica Acta       Date:  2016       Impact factor: 3.667

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

Authors:  Anthony R Mazzotti; Michael G Campbell; Pingping Tang; Jennifer M Murphy; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2013-09-16       Impact factor: 15.419

9.  Pd-catalyzed C-H fluorination with nucleophilic fluoride.

Authors:  Kate B McMurtrey; Joy M Racowski; Melanie S Sanford
Journal:  Org Lett       Date:  2012-07-30       Impact factor: 6.005

Review 10.  Chemo- and site-selective derivatizations of natural products enabling biological studies.

Authors:  Omar Robles; Daniel Romo
Journal:  Nat Prod Rep       Date:  2014-03       Impact factor: 13.423

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