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Accessing novel fluorinated heterocycles with the hypervalent fluoroiodane reagent by solution and mechanochemical synthesis

Riley, William, Jones, Andrew C., Singh, Kuldip, Browne, Duncan L. ORCID: https://orcid.org/0000-0002-8604-229X and Stuart, Alison M. 2021. Accessing novel fluorinated heterocycles with the hypervalent fluoroiodane reagent by solution and mechanochemical synthesis. Chemical Communications 57 (60) , pp. 7406-7409. 10.1039/D1CC02587B

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Abstract

A new and efficient strategy for the rapid formation of novel fluorinated tetrahydropyridazines and dihydrooxazines has been developed by fluorocyclisation of β,γ-unsaturated hydrazones and oximes with the fluoroiodane reagent. Mechanochemical synthesis delivered fluorinated tetrahydropyridazines in similar excellent yields to conventional solution synthesis, whereas fluorinated dihydrooxazines were prepared in much better yields by ball-milling.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Additional Information: This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.
Publisher: Royal Society of Chemistry
ISSN: 1359-7345
Date of First Compliant Deposit: 5 November 2021
Date of Acceptance: 14 June 2021
Last Modified: 18 May 2023 00:17
URI: https://orca.cardiff.ac.uk/id/eprint/145310

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