Literature DB >> 22715145

Recent developments on the trifluoromethylation of (hetero)arenes.

Xiao-Feng Wu1, Helfried Neumann, Matthias Beller.   

Abstract

Aryl-CF(3) as an extremely important family of fluorinated organic compounds holds wide applications in pharmaceuticals, agrochemicals, and advanced materials. Traditionally, such trifluoromethylated compounds have been synthesized from the corresponding aryl trichlorides via Cl exchange reactions (Scheme 1). This Focus review gives an overview over the recent development of trifluoromethylation of (hetero)arenes.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22715145     DOI: 10.1002/asia.201200211

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  19 in total

1.  A broadly applicable [18F]trifluoromethylation of aryl and heteroaryl iodides for PET imaging.

Authors:  Mickael Huiban; Matthew Tredwell; Satoshi Mizuta; Zehong Wan; Xiaomin Zhang; Thomas Lee Collier; Véronique Gouverneur; Jan Passchier
Journal:  Nat Chem       Date:  2013-09-08       Impact factor: 24.427

2.  Palladium-catalyzed intramolecular C-H difluoroalkylation: synthesis of substituted 3,3-difluoro-2-oxindoles.

Authors:  Shi-Liang Shi; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2014-12-04       Impact factor: 15.336

3.  Synthetic and mechanistic aspects of the regioselective base-mediated reaction of perfluoroalkyl- and perfluoroarylsilanes with heterocyclic N-oxides.

Authors:  David E Stephens; Gabriel Chavez; Martin Valdes; Monica Dovalina; Hadi D Arman; Oleg V Larionov
Journal:  Org Biomol Chem       Date:  2014-07-03       Impact factor: 3.876

4.  Practical method for the Cu-mediated trifluoromethylation of arylboronic acids with CF3 radicals derived from NaSO2CF3 and tert-butyl hydroperoxide (TBHP).

Authors:  Yingda Ye; Stefan A Künzi; Melanie S Sanford
Journal:  Org Lett       Date:  2012-09-17       Impact factor: 6.005

5.  Rapid and efficient trifluoromethylation of aromatic and heteroaromatic compounds using potassium trifluoroacetate enabled by a flow system.

Authors:  Mao Chen; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-05       Impact factor: 15.336

Review 6.  Addition of CF3 across unsaturated moieties: a powerful functionalization tool.

Authors:  Estíbaliz Merino; Cristina Nevado
Journal:  Chem Soc Rev       Date:  2014-05-02       Impact factor: 54.564

7.  Pd-catalyzed α-arylation of trimethylsilyl enolates of α,α-difluoroacetamides.

Authors:  Shaozhong Ge; Sophie I Arlow; Michael G Mormino; John F Hartwig
Journal:  J Am Chem Soc       Date:  2014-10-03       Impact factor: 15.419

8.  4-Trifluoromethyl-p-quinols as dielectrophiles: three-component, double nucleophilic addition/aromatization reactions.

Authors:  Jinhuan Dong; Lou Shi; Ling Pan; Xianxiu Xu; Qun Liu
Journal:  Sci Rep       Date:  2016-06-01       Impact factor: 4.379

9.  Copper-catalyzed trifluoromethylation of alkenes with an electrophilic trifluoromethylating reagent.

Authors:  Xiao-Ping Wang; Jin-Hong Lin; Cheng-Pan Zhang; Ji-Chang Xiao; Xing Zheng
Journal:  Beilstein J Org Chem       Date:  2013-11-25       Impact factor: 2.883

10.  Metal-free trifluoromethylation of aromatic and heteroaromatic aldehydes and ketones.

Authors:  Yupu Qiao; Tuda Si; Ming-Hsiu Yang; Ryan A Altman
Journal:  J Org Chem       Date:  2014-07-15       Impact factor: 4.354

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