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).
Continuous-flow synthesis of primary amines: metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane / R. Porta, A. Puglisi, G. Colombo, S. Rossi, M. Benaglia. - In: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1860-5397. - 12(2016), pp. 2614-2619.
|Titolo:||Continuous-flow synthesis of primary amines: metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane|
PORTA, RICCARDO (Primo)
PUGLISI, ALESSANDRA (Corresponding)
ROSSI, SERGIO (Penultimo)
BENAGLIA, MAURIZIO (Corresponding)
|Parole Chiave:||chemoselectivity; continuous processes; flow synthesis; nitro reduction; trichlorosilane|
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Data di pubblicazione:||2016|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.3762/bjoc.12.257|
|Appare nelle tipologie:||01 - Articolo su periodico|