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Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters
Herein, we report a nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes through reductive decarboxylation of redox-active esters. The present reaction enables the preparation of functionalized gem-difluoroalkenes with the formation of sterically hindered C(sp(3))–C(sp(3)) b...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6345349/ https://www.ncbi.nlm.nih.gov/pubmed/30774875 http://dx.doi.org/10.1039/c8sc04335c |
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author | Lu, Xi Wang, Xiao-Xu Gong, Tian-Jun Pi, Jing-Jing He, Shi-Jiang Fu, Yao |
author_facet | Lu, Xi Wang, Xiao-Xu Gong, Tian-Jun Pi, Jing-Jing He, Shi-Jiang Fu, Yao |
author_sort | Lu, Xi |
collection | PubMed |
description | Herein, we report a nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes through reductive decarboxylation of redox-active esters. The present reaction enables the preparation of functionalized gem-difluoroalkenes with the formation of sterically hindered C(sp(3))–C(sp(3)) bonds under very mild reaction conditions, while tolerating many sensitive functional groups and requiring minimal substrate protection. Therefore, this method provides an efficient and convenient approach for late-stage modification of biologically interesting molecules. |
format | Online Article Text |
id | pubmed-6345349 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-63453492019-02-15 Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters Lu, Xi Wang, Xiao-Xu Gong, Tian-Jun Pi, Jing-Jing He, Shi-Jiang Fu, Yao Chem Sci Chemistry Herein, we report a nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes through reductive decarboxylation of redox-active esters. The present reaction enables the preparation of functionalized gem-difluoroalkenes with the formation of sterically hindered C(sp(3))–C(sp(3)) bonds under very mild reaction conditions, while tolerating many sensitive functional groups and requiring minimal substrate protection. Therefore, this method provides an efficient and convenient approach for late-stage modification of biologically interesting molecules. Royal Society of Chemistry 2018-11-07 /pmc/articles/PMC6345349/ /pubmed/30774875 http://dx.doi.org/10.1039/c8sc04335c Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0) |
spellingShingle | Chemistry Lu, Xi Wang, Xiao-Xu Gong, Tian-Jun Pi, Jing-Jing He, Shi-Jiang Fu, Yao Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters |
title | Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters
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title_full | Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters
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title_fullStr | Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters
|
title_full_unstemmed | Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters
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title_short | Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters
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title_sort | nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6345349/ https://www.ncbi.nlm.nih.gov/pubmed/30774875 http://dx.doi.org/10.1039/c8sc04335c |
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