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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...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2018
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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 |
collection | PubMed |
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. |
format | Online Article Text |
id | pubmed-6036987 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
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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