Synthesis of riboflavines, quinoxalinones and benzodiazepines through chemoselective flow based hydrogenations

Marcus Baumann, Ian Baxendale, Christian Hornung, Steven Ley, Maria Rojo, Kimberley Roper

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)
40 Downloads (Pure)

Abstract

Robust chemical routes towards valuable bioactive entities such as riboflavines, quinoxalinones and benzodiazepines are described. These make use of modern flow hydrogenation protocols enabling the chemoselective reduction of nitro group containing building blocks in order to rapidly generate the desired amine intermediates in situ. In order to exploit the benefits of continuous processing the individual steps were transformed into a telescoped flow process delivering selected benzodiazepine products on scales of 50 mmol and 120 mmol respectively.
Original languageEnglish
Pages (from-to)9736-9759
Number of pages24
JournalMolecules
Volume19
Issue number7
DOIs
Publication statusPublished - 8 Jul 2014

Keywords

  • micro reactor
  • benzodiazepine
  • riboflavine
  • hydrogenation
  • flow chemistry

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