Data di Pubblicazione:
2020
Citazione:
A one pot protocol to convert nitro-arenes into N-aryl amides / E. Massolo, M. Pirola, A. Puglisi, S. Rossi, M. Benaglia. - In: RSC ADVANCES. - ISSN 2046-2069. - 10:7(2020 Jan), pp. 4040-4044. [10.1039/c9ra10758d]
Abstract:
A two-step one pot, experimentally simple protocol, based on readily available and inexpensive reagents
allowed the conversion of nitro-arenes directly to N-aryl amides. A metal-free reduction of the nitro
group, mediated by trichlorosilane, followed by the addition of an anhydride afforded the corresponding
N-aryl carboxyamide, that was isolated after a simple aqueous work up in good-excellent yields. When
the methodology was applied to the reaction with g-butyrolactone, the desired N-aryl butanamide
derivative was obtained, featuring a chlorine atom at the g-position, a functionalized handle that can be
used for further synthetic manipulation of the reaction product. Such an intermediate has already been
employed as a key advanced precursor of pharmaceutically active compounds.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
E. Massolo, M. Pirola, A. Puglisi, S. Rossi, M. Benaglia
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