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

Beilstein J Org Chem. 2016 Dec 5:12:2614-2619. doi: 10.3762/bjoc.12.257. eCollection 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).

Keywords: chemoselectivity; continuous processes; flow synthesis; nitro reduction; trichlorosilane.