Literature DB >> 19507870

Fluorination of boronic acids mediated by silver(I) triflate.

Takeru Furuya1, Tobias Ritter.   

Abstract

A regiospecific Ag-mediated fluorination reaction of aryl- and alkenylboronic acids and esters is reported. The fluorination reaction uses commercially available reagents, does not require the addition of exogenous ligands, and can be performed on a multigram scale. This report discloses the first practical reaction sequence from arylboronic acid to aryl fluorides.

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Year:  2009        PMID: 19507870     DOI: 10.1021/ol901113t

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


  45 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.  Investigations into Transition Metal Catalyzed Arene Trifluoromethylation Reactions.

Authors:  Yingda Ye; Melanie S Sanford
Journal:  Synlett       Date:  2012-09-01       Impact factor: 2.454

3.  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

4.  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

5.  Deoxyfluorination of phenols.

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

Review 6.  Catalysis for fluorination and trifluoromethylation.

Authors:  Takeru Furuya; Adam S Kamlet; Tobias Ritter
Journal:  Nature       Date:  2011-05-26       Impact factor: 49.962

7.  Direct Synthesis of Alkenyl Boronic Esters from Unfunctionalized Alkenes: A Boryl-Heck Reaction.

Authors:  William B Reid; Jesse J Spillane; Sarah B Krause; Donald A Watson
Journal:  J Am Chem Soc       Date:  2016-04-22       Impact factor: 15.419

8.  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

9.  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

10.  Suzuki-Miyaura coupling of aryl carbamates, carbonates, and sulfamates.

Authors:  Kyle W Quasdorf; Michelle Riener; Krastina V Petrova; Neil K Garg
Journal:  J Am Chem Soc       Date:  2009-12-16       Impact factor: 15.419

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