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Open AccessArticle

Synthesis of Riboflavines, Quinoxalinones and Benzodiazepines through Chemoselective Flow Based Hydrogenations

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Department of Chemistry, University of Durham, South Road, Durham DH1 3LE, UK
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Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK
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Author to whom correspondence should be addressed.
Molecules 2014, 19(7), 9736-9759; https://doi.org/10.3390/molecules19079736
Received: 4 June 2014 / Revised: 25 June 2014 / Accepted: 2 July 2014 / Published: 8 July 2014
(This article belongs to the Special Issue Heterocycles in Supramolecular Chemistry)
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. View Full-Text
Keywords: flow chemistry; hydrogenation; riboflavine; benzodiazepine; micro reactor flow chemistry; hydrogenation; riboflavine; benzodiazepine; micro reactor
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Baumann, M.; Baxendale, I.R.; Hornung, C.H.; Ley, S.V.; Rojo, M.V.; Roper, K.A. Synthesis of Riboflavines, Quinoxalinones and Benzodiazepines through Chemoselective Flow Based Hydrogenations. Molecules 2014, 19, 9736-9759.

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