Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride

[Image: see text] Expanding the use of fluorine in pharmaceuticals, agrochemicals and materials requires a widely applicable and more efficient protocol for the preparation of fluorinated compounds. We have developed a new generation nucleophilic fluorination reagent, KHSO(4)-13HF, HF 68 wt/wt %, th...

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Autores principales: Lu, Zhichao, Zeng, Xiaojun, Hammond, Gerald B., Xu, Bo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5742534/
https://www.ncbi.nlm.nih.gov/pubmed/29206450
http://dx.doi.org/10.1021/jacs.7b12704
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author Lu, Zhichao
Zeng, Xiaojun
Hammond, Gerald B.
Xu, Bo
author_facet Lu, Zhichao
Zeng, Xiaojun
Hammond, Gerald B.
Xu, Bo
author_sort Lu, Zhichao
collection PubMed
description [Image: see text] Expanding the use of fluorine in pharmaceuticals, agrochemicals and materials requires a widely applicable and more efficient protocol for the preparation of fluorinated compounds. We have developed a new generation nucleophilic fluorination reagent, KHSO(4)-13HF, HF 68 wt/wt %, that is not only easily handled and inexpensive but also capable of hydrofluorinating diverse, highly functionalized alkenes, including natural products. The high efficiency observed in this reaction hinges on the activation of HF using a highly “acidic” hydrogen bond acceptor.
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spelling pubmed-57425342018-12-05 Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride Lu, Zhichao Zeng, Xiaojun Hammond, Gerald B. Xu, Bo J Am Chem Soc [Image: see text] Expanding the use of fluorine in pharmaceuticals, agrochemicals and materials requires a widely applicable and more efficient protocol for the preparation of fluorinated compounds. We have developed a new generation nucleophilic fluorination reagent, KHSO(4)-13HF, HF 68 wt/wt %, that is not only easily handled and inexpensive but also capable of hydrofluorinating diverse, highly functionalized alkenes, including natural products. The high efficiency observed in this reaction hinges on the activation of HF using a highly “acidic” hydrogen bond acceptor. American Chemical Society 2017-12-05 2017-12-20 /pmc/articles/PMC5742534/ /pubmed/29206450 http://dx.doi.org/10.1021/jacs.7b12704 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 Lu, Zhichao
Zeng, Xiaojun
Hammond, Gerald B.
Xu, Bo
Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride
title Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride
title_full Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride
title_fullStr Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride
title_full_unstemmed Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride
title_short Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride
title_sort widely applicable hydrofluorination of alkenes via bifunctional activation of hydrogen fluoride
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5742534/
https://www.ncbi.nlm.nih.gov/pubmed/29206450
http://dx.doi.org/10.1021/jacs.7b12704
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AT xubo widelyapplicablehydrofluorinationofalkenesviabifunctionalactivationofhydrogenfluoride

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