Brown, A.W. and Harrity, J.P.A. (2017) Expanding available pyrazole substitution patterns by sydnone cycloaddition reactions. Tetrahedron, 73 (22). pp. 3160-3172. ISSN 0040-4020
Abstract
We report the use of alkynylsilanes for the regiocontrolled synthesis of pyrazoles from functionalised sydnones. The strategies outlined herein allow a range of pyrazoles to be accessed with substitution patterns that are otherwise not directly obtained with high selectivity by alkyne cycloadditions. Moreover, this study serendipitously highlighted a simple and convenient procedure for the synthesis of aryl monofluoromethyl ethers through the combination of TBAF and dichloromethane.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2017 Elsevier. This is an author produced version of a paper subsequently published in Tetrahedron. Uploaded in accordance with the publisher's self-archiving policy. Article available under the terms of the CC-BY-NC-ND licence (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
Keywords: | Sydnones; Pyrazoles; Regioselective; Cycloaddition |
Dates: |
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Institution: | The University of Sheffield |
Academic Units: | The University of Sheffield > Faculty of Science (Sheffield) > Department of Chemistry (Sheffield) |
Depositing User: | Symplectic Sheffield |
Date Deposited: | 30 May 2017 10:40 |
Last Modified: | 22 Apr 2019 00:43 |
Published Version: | https://doi.org/10.1016/j.tet.2017.04.049 |
Status: | Published |
Publisher: | Elsevier |
Refereed: | Yes |
Identification Number: | 10.1016/j.tet.2017.04.049 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:117000 |