Literature DB >> 30632749

Catalytic One-Step Deoxytrifluoromethylation of Alcohols.

Francisco de Azambuja1, Sydney M Lovrien1, Patrick Ross1, Brett R Ambler1, Ryan A Altman1.   

Abstract

A new bench-stable trifluoromethylation reagent, phenyl bromodifluoroacetate, converts readily available alcohols to trifluoromethanes in a Cu-catalyzed deoxytrifluoromethylation reaction. This reaction streamlines access to target biologically active molecules, and should be useful for a variety of medicinal, agricultural, and materials chemists.

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Year:  2019        PMID: 30632749      PMCID: PMC6387626          DOI: 10.1021/acs.joc.8b03072

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  25 in total

1.  Fluorinated Carbenes.

Authors:  Dana Lyn S. Brahms; William P. Dailey
Journal:  Chem Rev       Date:  1996-08-01       Impact factor: 60.622

2.  Introduction of fluorine and fluorine-containing functional groups.

Authors:  Theresa Liang; Constanze N Neumann; Tobias Ritter
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-19       Impact factor: 15.336

3.  Aromatic trifluoromethylation with metal complexes.

Authors:  Olesya A Tomashenko; Vladimir V Grushin
Journal:  Chem Rev       Date:  2011-04-01       Impact factor: 60.622

4.  Copper-catalyzed decarboxylative trifluoromethylation of allylic bromodifluoroacetates.

Authors:  Brett R Ambler; Ryan A Altman
Journal:  Org Lett       Date:  2013-10-11       Impact factor: 6.005

Review 5.  Catalysis for fluorination and trifluoromethylation.

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

6.  Copper-catalyzed trifluoromethylation of unactivated olefins.

Authors:  Andrew T Parsons; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-25       Impact factor: 15.336

7.  Taming of fluoroform: direct nucleophilic trifluoromethylation of Si, B, S, and C centers.

Authors:  G K Surya Prakash; Parag V Jog; Patrice T D Batamack; George A Olah
Journal:  Science       Date:  2012-12-07       Impact factor: 47.728

8.  Synthesis of new fluorinated Tebufenpyrad analogs with acaricidal activity through regioselective pyrazole formation.

Authors:  Santos Fustero; Raquel Román; Juan F Sanz-Cervera; Antonio Simón-Fuentes; Jorge Bueno; Salvador Villanova
Journal:  J Org Chem       Date:  2008-10-15       Impact factor: 4.354

Review 9.  Synthesis and properties of allenic natural products and pharmaceuticals.

Authors:  Anja Hoffmann-Röder; Norbert Krause
Journal:  Angew Chem Int Ed Engl       Date:  2004-02-27       Impact factor: 15.336

10.  Regio- and stereoselective allylic trifluoromethylation and fluorination using CuCF3 and CuF reagents.

Authors:  Johanna M Larsson; Stalin R Pathipati; Kálmán J Szabó
Journal:  J Org Chem       Date:  2013-07-01       Impact factor: 4.354

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  1 in total

Review 1.  Recent trends in dehydroxylative trifluoro-methylation, -methoxylation, -methylthiolation, and -methylselenylation of alcohols.

Authors:  Yan Cao; Roya Ahmadi; Mohammad Reza Poor Heravi; Alibek Issakhov; Abdol Ghaffar Ebadi; Esmail Vessally
Journal:  RSC Adv       Date:  2021-12-13       Impact factor: 4.036

  1 in total

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