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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...

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Detalles Bibliográficos
Autores principales: Faverio, Chiara, Boselli, Monica Fiorenza, Camarero Gonzalez, Patricia, Puglisi, Alessandra, Benaglia, Maurizio
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
Descripción
Sumario: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.