Literature DB >> 25619627

PhenoFluorMix: practical chemoselective deoxyfluorination of phenols.

Teppei Fujimoto1, Tobias Ritter.   

Abstract

A practical deoxyfluorination with novel deoxyfluorinating reagent PhenoFluorMix, a mixture of N,N'-1,3-bis(2,6-diisopropylphenyl)chloroimidazolium chloride and CsF, is presented. PhenoFluorMix overcomes the challenges associated with hydrolysis of PhenoFluor. PhenoFluorMix does not hydrolyze, is readily available on decagram scale, and is storable in air. In this paper, we demonstrate the practicality of the reagent and exhibit the deoxyfluorination of a variety of phenols and heterocycles.

Entities:  

Year:  2015        PMID: 25619627     DOI: 10.1021/ol5035518

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


  7 in total

1.  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

2.  Stereospecific Electrophilic Fluorination of Alkylcarbastannatrane Reagents.

Authors:  Xinghua Ma; Mohamed Diane; Glenn Ralph; Christine Chen; Mark R Biscoe
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-04       Impact factor: 15.336

3.  AlkylFluor: Deoxyfluorination of Alcohols.

Authors:  Nathaniel W Goldberg; Xiao Shen; Jiakun Li; Tobias Ritter
Journal:  Org Lett       Date:  2016-11-16       Impact factor: 6.005

4.  A practical and catalyst-free trifluoroethylation reaction of amines using trifluoroacetic acid.

Authors:  Keith G Andrews; Radmila Faizova; Ross M Denton
Journal:  Nat Commun       Date:  2017-06-26       Impact factor: 14.919

5.  Light-Mediated Formal Radical Deoxyfluorination of Tertiary Alcohols through Selective Single-Electron Oxidation with TEDA2+.

Authors:  Francisco José Aguilar Troyano; Frederic Ballaschk; Marcel Jaschinski; Yasemin Özkaya; Adrián Gómez-Suárez
Journal:  Chemistry       Date:  2019-10-18       Impact factor: 5.236

6.  18F-Deoxyfluorination of Phenols via Ru π-Complexes.

Authors:  M Hassan Beyzavi; Debashis Mandal; Martin G Strebl; Constanze N Neumann; Erica M D'Amato; Junting Chen; Jacob M Hooker; Tobias Ritter
Journal:  ACS Cent Sci       Date:  2017-08-03       Impact factor: 14.553

Review 7.  Advances in the Development of PET Ligands Targeting Histone Deacetylases for the Assessment of Neurodegenerative Diseases.

Authors:  Tetsuro Tago; Jun Toyohara
Journal:  Molecules       Date:  2018-01-31       Impact factor: 4.411

  7 in total

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