4.5 Article

Exploiting the Continuous in situ Generation of Mesyl Azide for Use in a Telescoped Process

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 44, Pages 6533-6539

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700871

Keywords

Continuous flow; Diazo compounds; Flow Chemistry; Synthetic methods

Funding

  1. Science Foundation Ireland [SFI 15/RI/3221]
  2. European Regional Development Fund [SFI SSPC2 12/RC/2275]

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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 -keto esters and a -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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