Literature DB >> 21667988

Cu-mediated chemoselective trifluoromethylation of benzyl bromides using shelf-stable electrophilic trifluoromethylating reagents.

Hiroyuki Kawai1, Tatsuya Furukawa, Yoshinori Nomura, Etsuko Tokunaga, Norio Shibata.   

Abstract

Copper-mediated chemoselective trifluoromethylation at the benzylic position by the use of shelf-stable electrophilic trifluoromethylating reagents 3 in good to high yields under mild conditions is described for the first time. The generality of this trifluoromethylation for a wide variety of benzyl bromides facilitates the rapid creation of structural diversity of medicinal candidates in drug discovery.
© 2011 American Chemical Society

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Year:  2011        PMID: 21667988     DOI: 10.1021/ol201205t

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


  13 in total

1.  Metal-catalyzed Decarboxylative Fluoroalkylation Reactions.

Authors:  Brett R Ambler; Ming-Hsiu Yang; Ryan A Altman
Journal:  Synlett       Date:  2016-12       Impact factor: 2.454

2.  Synthesis and applications of α-trifluoromethylated alkylboron compounds.

Authors:  O Andreea Argintaru; DaWeon Ryu; Ioana Aron; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-07       Impact factor: 15.336

3.  Copper-Catalyzed Aerobic C-H Trifluoromethylation of Phenanthrolines.

Authors:  Cheng-Liang Zhu; Yong-Qiang Zhang; Yong-An Yuan; Hao Xu
Journal:  Synlett       Date:  2015       Impact factor: 2.454

4.  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

5.  Iron(II)-catalyzed trifluoromethylation of potassium vinyltrifluoroborates.

Authors:  Andrew T Parsons; Todd D Senecal; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2012-02-10       Impact factor: 15.336

6.  Ligand-Controlled Regioselective Copper-Catalyzed Trifluoromethylation To Generate (Trifluoromethyl)allenes.

Authors:  Brett R Ambler; Santosh Peddi; Ryan A Altman
Journal:  Org Lett       Date:  2015-04-24       Impact factor: 6.005

7.  Copper-Catalyzed Synthesis of Trifluoroethylarenes from Benzylic Bromodifluoroacetates.

Authors:  Brett R Ambler; Lingui Zhu; Ryan A Altman
Journal:  J Org Chem       Date:  2015-08-11       Impact factor: 4.354

8.  Design and biological characterization of hybrid compounds of curcumin and thalidomide for multiple myeloma.

Authors:  Kai Liu; Datong Zhang; Jeremy Chojnacki; Yuhong Du; Haian Fu; Steven Grant; Shijun Zhang
Journal:  Org Biomol Chem       Date:  2013-06-20       Impact factor: 3.876

9.  Interrupting the Barton-McCombie Reaction: Aqueous Deoxygenative Trifluoromethylation of O-Alkyl Thiocarbonates.

Authors:  Zhi-Yun Liu; Silas P Cook
Journal:  Org Lett       Date:  2021-01-14       Impact factor: 6.072

10.  Cation versus Radical: Studies on the C/O Regioselectivity in Electrophilic Tri-, Di- and Monofluoromethylations of β-Ketoesters.

Authors:  Yu-Dong Yang; Xu Lu; Guokai Liu; Etsuko Tokunaga; Seiji Tsuzuki; Norio Shibata
Journal:  ChemistryOpen       Date:  2012-10-11       Impact factor: 2.911

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