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.

doi:10.3390/molecules19079736

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.

Authors

M. Baumann

Professor Ian Baxendale i.r.baxendale@durham.ac.uk
Professor

C.H. Hornung

S.V. Ley

M.V. Rojo

K.A. Roper

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
Publisher	MDPI
Peer Reviewed	Peer Reviewed
Volume	19
Issue	7
Pages	9736-9759
DOI	https://doi.org/10.3390/molecules19079736

Files

Published Journal Article (725 Kb)
PDF

Publisher Licence URL
http://creativecommons.org/licenses/by/3.0/

Copyright Statement
© 2014 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article
distributed under the terms and conditions of the Creative Commons Attribution license
(http://creativecommons.org/licenses/by/3.0/).