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Regio- and Stereoselective Radical Perfluoroalkyltriflation of Alkynes Using Phenyl(perfluoroalkyl)iodonium Triflates
[Image: see text] A method for regio- and stereoselective anti-addition of the perfluoroalkyl and the triflate group of phenyl(perfluoroalkyl)iodonium triflates to alkynes is presented. The radical reaction uses cheap CuCl as a smart initiator and can be conducted in gram scale. The perfluoroalkyltr...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2017
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5460293/ https://www.ncbi.nlm.nih.gov/pubmed/28517935 http://dx.doi.org/10.1021/acs.orglett.7b01215 |
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author | Wang, Xi Studer, Armido |
author_facet | Wang, Xi Studer, Armido |
author_sort | Wang, Xi |
collection | PubMed |
description | [Image: see text] A method for regio- and stereoselective anti-addition of the perfluoroalkyl and the triflate group of phenyl(perfluoroalkyl)iodonium triflates to alkynes is presented. The radical reaction uses cheap CuCl as a smart initiator and can be conducted in gram scale. The perfluoroalkyltriflated products are readily further functionalized, rendering this transformation valuable. |
format | Online Article Text |
id | pubmed-5460293 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-54602932017-06-08 Regio- and Stereoselective Radical Perfluoroalkyltriflation of Alkynes Using Phenyl(perfluoroalkyl)iodonium Triflates Wang, Xi Studer, Armido Org Lett [Image: see text] A method for regio- and stereoselective anti-addition of the perfluoroalkyl and the triflate group of phenyl(perfluoroalkyl)iodonium triflates to alkynes is presented. The radical reaction uses cheap CuCl as a smart initiator and can be conducted in gram scale. The perfluoroalkyltriflated products are readily further functionalized, rendering this transformation valuable. American Chemical Society 2017-05-18 2017-06-02 /pmc/articles/PMC5460293/ /pubmed/28517935 http://dx.doi.org/10.1021/acs.orglett.7b01215 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Wang, Xi Studer, Armido Regio- and Stereoselective Radical Perfluoroalkyltriflation of Alkynes Using Phenyl(perfluoroalkyl)iodonium Triflates |
title | Regio- and Stereoselective Radical Perfluoroalkyltriflation
of Alkynes Using Phenyl(perfluoroalkyl)iodonium
Triflates |
title_full | Regio- and Stereoselective Radical Perfluoroalkyltriflation
of Alkynes Using Phenyl(perfluoroalkyl)iodonium
Triflates |
title_fullStr | Regio- and Stereoselective Radical Perfluoroalkyltriflation
of Alkynes Using Phenyl(perfluoroalkyl)iodonium
Triflates |
title_full_unstemmed | Regio- and Stereoselective Radical Perfluoroalkyltriflation
of Alkynes Using Phenyl(perfluoroalkyl)iodonium
Triflates |
title_short | Regio- and Stereoselective Radical Perfluoroalkyltriflation
of Alkynes Using Phenyl(perfluoroalkyl)iodonium
Triflates |
title_sort | regio- and stereoselective radical perfluoroalkyltriflation
of alkynes using phenyl(perfluoroalkyl)iodonium
triflates |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5460293/ https://www.ncbi.nlm.nih.gov/pubmed/28517935 http://dx.doi.org/10.1021/acs.orglett.7b01215 |
work_keys_str_mv | AT wangxi regioandstereoselectiveradicalperfluoroalkyltriflationofalkynesusingphenylperfluoroalkyliodoniumtriflates AT studerarmido regioandstereoselectiveradicalperfluoroalkyltriflationofalkynesusingphenylperfluoroalkyliodoniumtriflates |