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

Baumann, M.; Baxendale, I.R.; Hornung, C.H.; Ley, S.V.; Rojo, M.V.; Roper, K.A.

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.

Citation

Baumann, M., Baxendale, I., Hornung, C., Ley, S., Rojo, M., & Roper, K. (2014). Synthesis of Riboflavines, Quinoxalinones and Benzodiazepines through Chemoselective Flow Based Hydrogenations. Molecules, 19(7), 9736-9759. https://doi.org/10.3390/molecules19079736

• Journal Article Type: Article
• Publication Date: Jul 8, 2014
• Deposit Date: Jul 14, 2014
• Publicly Available Date: Jul 20, 2016
• Journal: Molecules
• Electronic ISSN: 1420-3049
• Publisher: MDPI
• Peer Reviewed: Peer Reviewed
• Volume: 19
• Issue: 7
• Pages: 9736-9759
• DOI: https://doi.org/10.3390/molecules19079736
• Public URL: https://durham-repository.worktribe.com/output/1423244