Exploiting the continuous in situ generation of mesyl azide for use in a telescoped process
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Date
2017-08-21
Authors
O'Mahony, Rosella M.
Lynch, Denis
Hayes, Hannah L. D.
Ní Thuama, Eilís
Donnellan, Philip
Jones, Roderick C.
Glennon, Brian
Collins, Stuart G.
Maguire, Anita R.
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Wiley
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Abstract
The hazardous diazo transfer reagent mesyl azide has been safely generated and used in situ for continuous diazo transfer as part of an integrated synthetic process with an embedded safety quench. Diazo transfer to β‐keto esters and a β‐ketosulfone was successful. In‐line phase separation, by means of a continuous liquid–liquid separator enabled direct telescoping with a thermal Wolff rearrangement.
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Keywords
Continuous flow , Diazo compounds , Flow , Chemistry , Synthetic methods
Citation
O'Mahony, R. M., Lynch, D., Hayes, H. L. D., Ní Thuama, E., Donnellan, P., Jones, R. C., Glennon, B., Collins, S. G. and Maguire, A. R. (2017) 'Exploiting the Continuous in situ Generation of Mesyl Azide for Use in a Telescoped Process', European Journal of Organic Chemistry, 2017(44), pp. 6533-6539. doi: 10.1002/ejoc.201700871
Copyright
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the peer reviewed version of the following article: O'Mahony, R.M. et al. (2017), Exploiting the Continuous in situ Generation of Mesyl Azide for Use in a Telescoped Process. Eur. J. Org. Chem., 2017, which has been published in final form at https://doi.org/10.1002/ejoc.201700871 This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.