Cargando…
Nitroalkene reduction in deep eutectic solvents promoted by BH(3)NH(3)
Deep eutectic solvents (DESs) have gained attention as green and safe as well as economically and environmentally sustainable alternative to the traditional organic solvents. Here, we report the combination of an atom-economic, very convenient and inexpensive reagent, such as BH(3)NH(3), with bio-ba...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2021
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8111428/ https://www.ncbi.nlm.nih.gov/pubmed/34025809 http://dx.doi.org/10.3762/bjoc.17.83 |
_version_ | 1783690498579365888 |
---|---|
author | Faverio, Chiara Boselli, Monica Fiorenza Camarero Gonzalez, Patricia Puglisi, Alessandra Benaglia, Maurizio |
author_facet | Faverio, Chiara Boselli, Monica Fiorenza Camarero Gonzalez, Patricia Puglisi, Alessandra Benaglia, Maurizio |
author_sort | Faverio, Chiara |
collection | PubMed |
description | Deep eutectic solvents (DESs) have gained attention as green and safe as well as economically and environmentally sustainable alternative to the traditional organic solvents. Here, we report the combination of an atom-economic, very convenient and inexpensive reagent, such as BH(3)NH(3), with bio-based eutectic mixtures as biorenewable solvents in the synthesis of nitroalkanes, valuable precursors of amines. A variety of nitrostyrenes and alkyl-substituted nitroalkenes, including α- and β-substituted nitroolefins, were chemoselectively reduced to the nitroalkanes, with an atom economy-oriented, simple and convenient experimental procedure. A reliable and easily reproducible protocol to isolate the product without the use of any organic solvent was established, and the recyclability of the DES mixture was successfully investigated. |
format | Online Article Text |
id | pubmed-8111428 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-81114282021-05-21 Nitroalkene reduction in deep eutectic solvents promoted by BH(3)NH(3) Faverio, Chiara Boselli, Monica Fiorenza Camarero Gonzalez, Patricia Puglisi, Alessandra Benaglia, Maurizio Beilstein J Org Chem Letter Deep eutectic solvents (DESs) have gained attention as green and safe as well as economically and environmentally sustainable alternative to the traditional organic solvents. Here, we report the combination of an atom-economic, very convenient and inexpensive reagent, such as BH(3)NH(3), with bio-based eutectic mixtures as biorenewable solvents in the synthesis of nitroalkanes, valuable precursors of amines. A variety of nitrostyrenes and alkyl-substituted nitroalkenes, including α- and β-substituted nitroolefins, were chemoselectively reduced to the nitroalkanes, with an atom economy-oriented, simple and convenient experimental procedure. A reliable and easily reproducible protocol to isolate the product without the use of any organic solvent was established, and the recyclability of the DES mixture was successfully investigated. Beilstein-Institut 2021-05-06 /pmc/articles/PMC8111428/ /pubmed/34025809 http://dx.doi.org/10.3762/bjoc.17.83 Text en Copyright © 2021, Faverio et al. https://creativecommons.org/licenses/by/4.0/https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms) |
spellingShingle | Letter Faverio, Chiara Boselli, Monica Fiorenza Camarero Gonzalez, Patricia Puglisi, Alessandra Benaglia, Maurizio Nitroalkene reduction in deep eutectic solvents promoted by BH(3)NH(3) |
title | Nitroalkene reduction in deep eutectic solvents promoted by BH(3)NH(3) |
title_full | Nitroalkene reduction in deep eutectic solvents promoted by BH(3)NH(3) |
title_fullStr | Nitroalkene reduction in deep eutectic solvents promoted by BH(3)NH(3) |
title_full_unstemmed | Nitroalkene reduction in deep eutectic solvents promoted by BH(3)NH(3) |
title_short | Nitroalkene reduction in deep eutectic solvents promoted by BH(3)NH(3) |
title_sort | nitroalkene reduction in deep eutectic solvents promoted by bh(3)nh(3) |
topic | Letter |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8111428/ https://www.ncbi.nlm.nih.gov/pubmed/34025809 http://dx.doi.org/10.3762/bjoc.17.83 |
work_keys_str_mv | AT faveriochiara nitroalkenereductionindeepeutecticsolventspromotedbybh3nh3 AT bosellimonicafiorenza nitroalkenereductionindeepeutecticsolventspromotedbybh3nh3 AT camarerogonzalezpatricia nitroalkenereductionindeepeutecticsolventspromotedbybh3nh3 AT puglisialessandra nitroalkenereductionindeepeutecticsolventspromotedbybh3nh3 AT benagliamaurizio nitroalkenereductionindeepeutecticsolventspromotedbybh3nh3 |