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Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane
The metal-free reduction of nitro compounds to amines mediated by trichlorosilane was successfully performed for the first time under continuous-flow conditions. Aromatic as well as aliphatic nitro derivatives were converted to the corresponding primary amines in high yields and very short reaction...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238609/ https://www.ncbi.nlm.nih.gov/pubmed/28144331 http://dx.doi.org/10.3762/bjoc.12.257 |
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author | Porta, Riccardo Puglisi, Alessandra Colombo, Giacomo Rossi, Sergio Benaglia, Maurizio |
author_facet | Porta, Riccardo Puglisi, Alessandra Colombo, Giacomo Rossi, Sergio Benaglia, Maurizio |
author_sort | Porta, Riccardo |
collection | PubMed |
description | The metal-free reduction of nitro compounds to amines mediated by trichlorosilane was successfully performed for the first time under continuous-flow conditions. Aromatic as well as aliphatic nitro derivatives were converted to the corresponding primary amines in high yields and very short reaction times with no need for purification. The methodology was also extended to the synthesis of two synthetically relevant intermediates (precursors of baclofen and boscalid). |
format | Online Article Text |
id | pubmed-5238609 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-52386092017-01-31 Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane Porta, Riccardo Puglisi, Alessandra Colombo, Giacomo Rossi, Sergio Benaglia, Maurizio Beilstein J Org Chem Full Research Paper The metal-free reduction of nitro compounds to amines mediated by trichlorosilane was successfully performed for the first time under continuous-flow conditions. Aromatic as well as aliphatic nitro derivatives were converted to the corresponding primary amines in high yields and very short reaction times with no need for purification. The methodology was also extended to the synthesis of two synthetically relevant intermediates (precursors of baclofen and boscalid). Beilstein-Institut 2016-12-05 /pmc/articles/PMC5238609/ /pubmed/28144331 http://dx.doi.org/10.3762/bjoc.12.257 Text en Copyright © 2016, Porta et al. 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 Porta, Riccardo Puglisi, Alessandra Colombo, Giacomo Rossi, Sergio Benaglia, Maurizio Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane |
title | Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane |
title_full | Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane |
title_fullStr | Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane |
title_full_unstemmed | Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane |
title_short | Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane |
title_sort | continuous-flow synthesis of primary amines: metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238609/ https://www.ncbi.nlm.nih.gov/pubmed/28144331 http://dx.doi.org/10.3762/bjoc.12.257 |
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