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. [10.3762/bjoc.12.257]

Continuous-flow synthesis of primary amines: metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane

R. Porta
Primo
;
A. Puglisi
;
S. Rossi
Penultimo
;
M. Benaglia
2016

Abstract

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).
chemoselectivity; continuous processes; flow synthesis; nitro reduction; trichlorosilane
Settore CHIM/06 - Chimica Organica
2016
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/463373
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