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Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions

We recently reported a novel hybrid batch–flow synthesis of the antipsychotic drug clozapine in which the reduction of a nitroaryl group is described under flow conditions using sodium dithionite. We now report the expansion of this method to include the reduction of aldehydes. The method developed...

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Autores principales: Neyt, Nicole C, Riley, Darren L
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6036987/
https://www.ncbi.nlm.nih.gov/pubmed/30013679
http://dx.doi.org/10.3762/bjoc.14.129
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author Neyt, Nicole C
Riley, Darren L
author_facet Neyt, Nicole C
Riley, Darren L
author_sort Neyt, Nicole C
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description We recently reported a novel hybrid batch–flow synthesis of the antipsychotic drug clozapine in which the reduction of a nitroaryl group is described under flow conditions using sodium dithionite. We now report the expansion of this method to include the reduction of aldehydes. The method developed affords yields which are comparable to those under batch conditions, has a reduced reaction time and improved space-time productivity. Furthermore, the approach allows the selective reduction of aldehydes in the presence of ketones and has been demonstrated as a continuous process.
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spelling pubmed-60369872018-07-16 Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions Neyt, Nicole C Riley, Darren L Beilstein J Org Chem Full Research Paper We recently reported a novel hybrid batch–flow synthesis of the antipsychotic drug clozapine in which the reduction of a nitroaryl group is described under flow conditions using sodium dithionite. We now report the expansion of this method to include the reduction of aldehydes. The method developed affords yields which are comparable to those under batch conditions, has a reduced reaction time and improved space-time productivity. Furthermore, the approach allows the selective reduction of aldehydes in the presence of ketones and has been demonstrated as a continuous process. Beilstein-Institut 2018-06-22 /pmc/articles/PMC6036987/ /pubmed/30013679 http://dx.doi.org/10.3762/bjoc.14.129 Text en Copyright © 2018, Neyt and Riley https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Neyt, Nicole C
Riley, Darren L
Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions
title Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions
title_full Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions
title_fullStr Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions
title_full_unstemmed Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions
title_short Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions
title_sort mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6036987/
https://www.ncbi.nlm.nih.gov/pubmed/30013679
http://dx.doi.org/10.3762/bjoc.14.129
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