Selective single C–F bond arylation of trifluoromethylalkene derivatives

A strategically novel single C–F bond functionalization of CF(3)-derived molecules, which shows a prominent advantage for the expedient construction of difluoromethylene-bridged organic scaffolds, is disclosed. The reported protocol consists of S(N)2′ amination, N-alkylation and palladium-catalyzed...

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Autores principales: Tang, Luning, Liu, Ze-Yao, She, Wenzhi, Feng, Chao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6849639/
https://www.ncbi.nlm.nih.gov/pubmed/31803445
http://dx.doi.org/10.1039/c9sc01966a
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author Tang, Luning
Liu, Ze-Yao
She, Wenzhi
Feng, Chao
author_facet Tang, Luning
Liu, Ze-Yao
She, Wenzhi
Feng, Chao
author_sort Tang, Luning
collection PubMed
description A strategically novel single C–F bond functionalization of CF(3)-derived molecules, which shows a prominent advantage for the expedient construction of difluoromethylene-bridged organic scaffolds, is disclosed. The reported protocol consists of S(N)2′ amination, N-alkylation and palladium-catalyzed allylic substitution reactions, which enables straightforward arylation and alkenylation of vinyltrifluoromethane derivatives. Furthermore, this strategy is characterized by its broad substrate scope with respect to both CF(3)-alkene and arylboronic acid derivatives.
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spelling pubmed-68496392019-12-04 Selective single C–F bond arylation of trifluoromethylalkene derivatives Tang, Luning Liu, Ze-Yao She, Wenzhi Feng, Chao Chem Sci Chemistry A strategically novel single C–F bond functionalization of CF(3)-derived molecules, which shows a prominent advantage for the expedient construction of difluoromethylene-bridged organic scaffolds, is disclosed. The reported protocol consists of S(N)2′ amination, N-alkylation and palladium-catalyzed allylic substitution reactions, which enables straightforward arylation and alkenylation of vinyltrifluoromethane derivatives. Furthermore, this strategy is characterized by its broad substrate scope with respect to both CF(3)-alkene and arylboronic acid derivatives. Royal Society of Chemistry 2019-08-05 /pmc/articles/PMC6849639/ /pubmed/31803445 http://dx.doi.org/10.1039/c9sc01966a Text en This journal is © The Royal Society of Chemistry 2019 https://creativecommons.org/licenses/by-nc/3.0/This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Tang, Luning
Liu, Ze-Yao
She, Wenzhi
Feng, Chao
Selective single C–F bond arylation of trifluoromethylalkene derivatives
title Selective single C–F bond arylation of trifluoromethylalkene derivatives
title_full Selective single C–F bond arylation of trifluoromethylalkene derivatives
title_fullStr Selective single C–F bond arylation of trifluoromethylalkene derivatives
title_full_unstemmed Selective single C–F bond arylation of trifluoromethylalkene derivatives
title_short Selective single C–F bond arylation of trifluoromethylalkene derivatives
title_sort selective single c–f bond arylation of trifluoromethylalkene derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6849639/
https://www.ncbi.nlm.nih.gov/pubmed/31803445
http://dx.doi.org/10.1039/c9sc01966a
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AT liuzeyao selectivesinglecfbondarylationoftrifluoromethylalkenederivatives
AT shewenzhi selectivesinglecfbondarylationoftrifluoromethylalkenederivatives
AT fengchao selectivesinglecfbondarylationoftrifluoromethylalkenederivatives

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