Literature DB >> 23718557

Copper-promoted Sandmeyer trifluoromethylation reaction.

Jian-Jun Dai1, Chi Fang, Bin Xiao, Jun Yi, Jun Xu, Zhao-Jing Liu, Xi Lu, Lei Liu, Yao Fu.   

Abstract

A copper-promoted trifluoromethylation reaction of aromatic amines is described. This transformation proceeds smoothly under mild conditions and exhibits good tolerance of many synthetically relevant functional groups. It provides an alternative approach for the synthesis of trifluoromethylated arenes and heteroarenes. It also constitutes a new example of the Sandmeyer reaction.

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Year:  2013        PMID: 23718557     DOI: 10.1021/ja404217t

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


  13 in total

1.  Copper-Catalyzed Decarboxylative Trifluoromethylation of Propargyl Bromodifluoroacetates.

Authors:  Brett R Ambler; Santosh Peddi; Ryan A Altman
Journal:  Synthesis (Stuttg)       Date:  2014-07-15       Impact factor: 3.157

2.  Gold Redox Catalysis through Base-Initiated Diazonium Decomposition toward Alkene, Alkyne, and Allene Activation.

Authors:  Boliang Dong; Haihui Peng; Stephen E Motika; Xiaodong Shi
Journal:  Chemistry       Date:  2017-07-24       Impact factor: 5.236

3.  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

4.  On the interactions of leflunomide and teriflunomide within receptor cavity--NMR studies and energy calculations.

Authors:  Jacek Kujawski; Marek K Bernard; Elżbieta Jodłowska; Kornelia Czaja; Beata Drabińska
Journal:  J Mol Model       Date:  2015-04-08       Impact factor: 1.810

5.  Biocatalytic trifluoromethylation of unprotected phenols.

Authors:  Robert C Simon; Eduardo Busto; Nina Richter; Verena Resch; Kendall N Houk; Wolfgang Kroutil
Journal:  Nat Commun       Date:  2016-11-11       Impact factor: 14.919

Review 6.  Progress in copper-catalyzed trifluoromethylation.

Authors:  Guan-Bao Li; Chao Zhang; Chun Song; Yu-Dao Ma
Journal:  Beilstein J Org Chem       Date:  2018-01-17       Impact factor: 2.883

7.  Electrophotocatalytic Undirected C-H Trifluoromethylations of (Het)Arenes.

Authors:  Youai Qiu; Alexej Scheremetjew; Lars H Finger; Lutz Ackermann
Journal:  Chemistry       Date:  2020-02-19       Impact factor: 5.236

8.  A General Protocol for Cu-Mediated Fluoro-deamination: Sandmeyer Fluorination of Diverse Aromatic Substrates.

Authors:  R Manuel Pérez-García; Gaute Grønnevik; Patrick J Riss
Journal:  Org Lett       Date:  2021-01-25       Impact factor: 6.005

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.  Nucleophile promoted gold redox catalysis with diazonium salts: C-Br, C-S and C-P bond formation through catalytic Sandmeyer coupling.

Authors:  Haihui Peng; Rong Cai; Chang Xu; Hao Chen; Xiaodong Shi
Journal:  Chem Sci       Date:  2016-06-10       Impact factor: 9.825

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