Literature DB >> 19434641

Zinc-mediated formation of trifluoromethyl ethers from alcohols and hypervalent iodine trifluoromethylation reagents.

Raffael Koller1, Kyrill Stanek, Daniel Stolz, Raphael Aardoom, Katrin Niedermann, Antonio Togni.   

Abstract

A (fluor)ry of activity: The transfer of an intact trifluoromethyl group from a hypervalent iodine reagent to an aliphatic alcohol occurs smoothly upon activation by zinc bis(triflimide). This constitutes a straightforward method for the preparation of trifluoromethoxy alkyl derivatives, compounds otherwise difficult to access.

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Year:  2009        PMID： 19434641     DOI： 10.1002/anie.200900974

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  22 in total

1.  The productive merger of iodonium salts and organocatalysis: a non-photolytic approach to the enantioselective alpha-trifluoromethylation of aldehydes.

Authors:  Anna E Allen; David W C Macmillan
Journal:  J Am Chem Soc       Date:  2010-04-14       Impact factor: 15.419

2.  Asymmetric silver-catalysed intermolecular bromotrifluoromethoxylation of alkenes with a new trifluoromethoxylation reagent.

Authors:  Shuo Guo; Fei Cong; Rui Guo; Liang Wang; Pingping Tang
Journal:  Nat Chem       Date:  2017-01-23       Impact factor: 24.427

3.  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

4.  Silver-mediated trifluoromethoxylation of aryl stannanes and arylboronic acids.

Authors:  Chenghong Huang; Theresa Liang; Shinji Harada; Eunsung Lee; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2011-08-09       Impact factor: 15.419

5.  Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives.

Authors:  Pengju Feng; Ming-Yu Ngai
Journal:  J Vis Exp       Date:  2016-01-19       Impact factor: 1.355

6.  Enantioselective α-arylation of aldehydes via the productive merger of iodonium salts and organocatalysis.

Authors:  Anna E Allen; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2011-03-09       Impact factor: 15.419

7.  Synergistic Catalysis: A Powerful Synthetic Strategy for New Reaction Development.

Authors:  Anna E Allen; David W C Macmillan
Journal:  Chem Sci       Date:  2012-01-25       Impact factor: 9.825

8.  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

9.  Enantioselective functionalization of radical intermediates in redox catalysis: copper-catalyzed asymmetric oxytrifluoromethylation of alkenes.

Authors:  Rong Zhu; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2013-10-16       Impact factor: 15.336

10.  2'-SCF3 uridine-a powerful label for probing structure and function of RNA by 19F NMR spectroscopy.

Authors:  Katja Fauster; Christoph Kreutz; Ronald Micura
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-19       Impact factor: 15.336
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