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Exploring the generation and use of acylketenes with continuous flow processes

Galaverna, R; McBride, T; Pastre, JC; Browne, DL; (2019) Exploring the generation and use of acylketenes with continuous flow processes. Reaction Chemistry & Engineering , 4 (9) pp. 1559-1564. 10.1039/c9re00072k. Green open access

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Abstract

The generation and use of reactive intermediates is well suited to continuous flow processing owing to the ability to scale up reactions, contain hazards and heat solvents past their atmospheric temperature boiling points. Herein we explore the chemistry of acylketenes, generated from commercially available 2,2,6-trimethyl-4H-1,3-dioxin-4-one (TMD, 10) under continuous flow conditions. The developed flow chemistry system is capable of permitting a wide range of applications of these acylketene intermediates, including access to equilibrating processes that result in ketone exchange. Some of the dioxinone products resulting from this study are destabilised towards acylketene generation, this is demonstrated through their ability to generate acylketene at lower reaction temperatures.

Type: Article
Title: Exploring the generation and use of acylketenes with continuous flow processes
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/c9re00072k
Publisher version: https://doi.org/10.1039/C9RE00072K
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher's terms and conditions.
UCL classification: UCL
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10114325
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