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HBF4-Catalysed Nucleophilic Substitutions of Propargylic Alcohols

Barreiro, E; Sanz-Vidal, A; Tan, E; Lau, S-H; Sheppard, TD; Diez-Gonzalez, S; (2015) HBF4-Catalysed Nucleophilic Substitutions of Propargylic Alcohols. European Journal of Organic Chemistry , 2015 (34) pp. 7544-7549. 10.1002/ejoc.201501249. Green open access

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Abstract

The activity of HBF4 (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.

Type: Article
Title: HBF4-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
Open access status: An open access version is available from UCL Discovery
DOI: 10.1002/ejoc.201501249
Publisher version: http://dx.doi.org/10.1002/ejoc.201501249
Language: English
Additional information: © 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.
Keywords: Propargylic alcohols, Bronsted acid, Nucleophilic substitution, Friedel-Crafts reaction, Homogeneous catalysis
UCL classification: UCL
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/1473231
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