Efficient One-Pot Reductive Aminations of Carbonyl Compounds with Aquivion-Fe as a Recyclable Catalyst and Sodium Borohydride
Articolo
Data di Pubblicazione:
2020
Citazione:
Efficient One-Pot Reductive Aminations of Carbonyl Compounds with Aquivion-Fe as a Recyclable Catalyst and Sodium Borohydride / V. Airoldi, O. Piccolo, G. Roda, R. Appiani, F. Bavo, R. Tassini, S. Paganelli, S. Arnoldi, M. Pallavicini, C. Bolchi. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1099-0690. - 2020:2(2020 Jan 16), pp. 162-168. [10.1002/ejoc.201901614]
Abstract:
A one-pot reductive amination of aldehydes and ketones with NaBH4 was developed with a view to providing efficient, economical and greener synthetic conditions. A recyclable iron-based Lewis catalyst, Aquivion-Fe, was used to promote imine formation in cyclopentyl methyl ether, followed by the addition of a small amount of methanol to the reaction mixture to enable C=N reduction by NaBH4. The protocol, applied to a wide number of amines and carbonyl compounds, resulted in ever complete conversion of these latter with excellent chemoselectivity towards the expected amination products in the
most cases. Isolated yields, determined for a selection of the screened substrates, were found consistent with the previously obtained conversion and selectivity data. Cinacalcet, an important active pharmaceutical ingredient, was efficiently prepared by the title procedure.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Amination; Aquivion; Chemoselectivity; Cinacalcet; Sodium borohydride
Elenco autori:
V. Airoldi, O. Piccolo, G. Roda, R. Appiani, F. Bavo, R. Tassini, S. Paganelli, S. Arnoldi, M. Pallavicini, C. Bolchi
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