HBF(4)-Catalysed Nucleophilic Substitutions of Propargylic Alcohols

The activity of HBF(4) (aqueous solution) as a catalyst in propargylation reactions is presented. Diverse types of nucleophiles were employed in order to form new C–O, C–N and C–C bonds in technical acetone and in air. Good to excellent yields and good chemoselectivities were obtained using low acid...

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Detalles Bibliográficos
Autores principales: Barreiro, Elena, Sanz-Vidal, Alvaro, Tan, Eric, Lau, Shing-Hing, Sheppard, Tom D, Díez-González, Silvia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY-VCH Verlag 2015
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4676292/
https://www.ncbi.nlm.nih.gov/pubmed/26693210
http://dx.doi.org/10.1002/ejoc.201501249
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author Barreiro, Elena
Sanz-Vidal, Alvaro
Tan, Eric
Lau, Shing-Hing
Sheppard, Tom D
Díez-González, Silvia
author_facet Barreiro, Elena
Sanz-Vidal, Alvaro
Tan, Eric
Lau, Shing-Hing
Sheppard, Tom D
Díez-González, Silvia
author_sort Barreiro, Elena
collection PubMed
description The activity of HBF(4) (aqueous solution) as a catalyst in propargylation reactions is presented. Diverse types of nucleophiles were employed in order to form new C–O, C–N and C–C bonds in technical acetone and in air. Good to excellent yields and good chemoselectivities were obtained using low acid loading (typically 1 mol-%) under simple reaction conditions.
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spelling pubmed-46762922015-12-19 HBF(4)-Catalysed Nucleophilic Substitutions of Propargylic Alcohols Barreiro, Elena Sanz-Vidal, Alvaro Tan, Eric Lau, Shing-Hing Sheppard, Tom D Díez-González, Silvia European J Org Chem Full Papers The activity of HBF(4) (aqueous solution) as a catalyst in propargylation reactions is presented. Diverse types of nucleophiles were employed in order to form new C–O, C–N and C–C bonds in technical acetone and in air. Good to excellent yields and good chemoselectivities were obtained using low acid loading (typically 1 mol-%) under simple reaction conditions. WILEY-VCH Verlag 2015-12 2015-10-29 /pmc/articles/PMC4676292/ /pubmed/26693210 http://dx.doi.org/10.1002/ejoc.201501249 Text en © 2015 The Authors. Published by WILEY-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution Non-Commercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. https://creativecommons.org/licenses/by-nc/4.0/ © 2015 The Authors. Published by WILEY-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution Non-Commercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Full Papers
Barreiro, Elena
Sanz-Vidal, Alvaro
Tan, Eric
Lau, Shing-Hing
Sheppard, Tom D
Díez-González, Silvia
HBF(4)-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
title HBF(4)-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
title_full HBF(4)-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
title_fullStr HBF(4)-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
title_full_unstemmed HBF(4)-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
title_short HBF(4)-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
title_sort hbf(4)-catalysed nucleophilic substitutions of propargylic alcohols
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4676292/
https://www.ncbi.nlm.nih.gov/pubmed/26693210
http://dx.doi.org/10.1002/ejoc.201501249
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