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Exploring the generation and use of acylketenes with continuous flow processes

Galaverna, Renan, McBride, Tom, Pastre, Julio C. and Browne, Duncan L. 2019. Exploring the generation and use of acylketenes with continuous flow processes. Reaction Chemistry and Engineering 4 (9) , pp. 1559-1564. 10.1039/C9RE00072K

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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.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: Royal Society of Chemistry
ISSN: 2058-9883
Date of First Compliant Deposit: 8 April 2019
Date of Acceptance: 12 March 2019
Last Modified: 28 Jul 2020 01:32
URI: http://orca.cf.ac.uk/id/eprint/121603

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