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Issue 9, 2019
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Exploring the generation and use of acylketenes with continuous flow processes

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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.

Graphical abstract: Exploring the generation and use of acylketenes with continuous flow processes

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Publication details

The article was received on 15 Feb 2019, accepted on 12 Mar 2019 and first published on 25 Mar 2019


Article type: Communication
DOI: 10.1039/C9RE00072K
React. Chem. Eng., 2019,4, 1559-1564

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    Exploring the generation and use of acylketenes with continuous flow processes

    R. Galaverna, T. McBride, J. C. Pastre and D. L. Browne, React. Chem. Eng., 2019, 4, 1559
    DOI: 10.1039/C9RE00072K

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