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Stereoselective Direct N‐Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent
The availability and synthesis of fluorinated enamine derivatives such as N‐(3,3,3‐trifluoropropenyl)heterocycles are challenging, especially through direct functionalization of the heterocyclic scaffold. Herein, a stereoselective N‐trifluoropropenylation method based on the use of a bench‐stable tr...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293340/ https://www.ncbi.nlm.nih.gov/pubmed/34549840 http://dx.doi.org/10.1002/chem.202102840 |
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author | Csenki, János T. Mészáros, Ádám Gonda, Zsombor Novák, Zoltán |
author_facet | Csenki, János T. Mészáros, Ádám Gonda, Zsombor Novák, Zoltán |
author_sort | Csenki, János T. |
collection | PubMed |
description | The availability and synthesis of fluorinated enamine derivatives such as N‐(3,3,3‐trifluoropropenyl)heterocycles are challenging, especially through direct functionalization of the heterocyclic scaffold. Herein, a stereoselective N‐trifluoropropenylation method based on the use of a bench‐stable trifluoropropenyl iodonium salt is described. This reagent enables the straightforward trifluoropropenylation of various N‐heterocycles under mild reaction conditions, providing trifluoromethyl enamine type moieties with high stereoselectivity and efficiency. |
format | Online Article Text |
id | pubmed-9293340 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-92933402022-07-20 Stereoselective Direct N‐Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent Csenki, János T. Mészáros, Ádám Gonda, Zsombor Novák, Zoltán Chemistry Communications The availability and synthesis of fluorinated enamine derivatives such as N‐(3,3,3‐trifluoropropenyl)heterocycles are challenging, especially through direct functionalization of the heterocyclic scaffold. Herein, a stereoselective N‐trifluoropropenylation method based on the use of a bench‐stable trifluoropropenyl iodonium salt is described. This reagent enables the straightforward trifluoropropenylation of various N‐heterocycles under mild reaction conditions, providing trifluoromethyl enamine type moieties with high stereoselectivity and efficiency. John Wiley and Sons Inc. 2021-10-06 2021-11-11 /pmc/articles/PMC9293340/ /pubmed/34549840 http://dx.doi.org/10.1002/chem.202102840 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Csenki, János T. Mészáros, Ádám Gonda, Zsombor Novák, Zoltán Stereoselective Direct N‐Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent |
title | Stereoselective Direct N‐Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent |
title_full | Stereoselective Direct N‐Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent |
title_fullStr | Stereoselective Direct N‐Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent |
title_full_unstemmed | Stereoselective Direct N‐Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent |
title_short | Stereoselective Direct N‐Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent |
title_sort | stereoselective direct n‐trifluoropropenylation of heterocycles with a hypervalent iodonium reagent |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293340/ https://www.ncbi.nlm.nih.gov/pubmed/34549840 http://dx.doi.org/10.1002/chem.202102840 |
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