Transition Metal‐free Selenium‐mediated Aryl Amines via Reduction of Nitroarenes

Author:

Capperucci Antonella1,Clemente Martina1,Cenni Alessio1,Tanini Damiano1ORCID

Affiliation:

1. Department of Chemistry ‘Ugo Schiff' University of Florence Via Della Lastruccia 3–13 Sesto Fiorentino Firenze Italy

Abstract

AbstractA scalable and operationally simple on water seleno‐mediated reduction of nitroarenes to the respective aryl amines with NaBH4 is described. The reaction proceeds under transition metal‐free conditions and is promoted by the formation of Na2Se, which is the effective reducing agent involved in the mechanism. This mechanistic information enabled the development of a mild NaBH4‐free protocol for the selective reduction of nitro derivatives bearing labile moieties, including nitrocarbonyl compounds. The selenium‐containing aqueous phase can be successfully reused up to four reduction cycles, thus further improving the efficiency of the protocol disclosed.

Publisher

Wiley

Subject

General Energy,General Materials Science,General Chemical Engineering,Environmental Chemistry

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