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Metal-Free Reduction of Aromatic and Aliphatic Nitro Compounds to Amines: A HSiCl3-Mediated Reaction of Wide General Applicability

Manuel Orlandi, Filippo Tosi, Martina Bonsignore and Maurizio Benaglia*

*Dipartimento di Chimica, UniversitÓ degli Studi di Milano, Via Golgi 19, I-20133 Milano, Italy, Email: Maurizio.Benagliaunimi.it

M. Orlandi, F. Tosi, M. Bonsignore, M. Benaglia, Org. Lett., 2015, 17, 3941-3943.

DOI: 10.1021/acs.orglett.5b01698 (free Supporting Information)


Abstract

The combination HSiCl3 and a tertiary amine enables a mild, metal-free reduction of both aromatic and aliphatic nitro groups to amines. The reaction is of wide general applicability and tolerates many functional groups.

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Key Words

trichlorosilane, reduction of nitro compounds


ID: J54-Y2015