Copper Nitrate Mediated Regioselective Difunctionalization of Alkenes with N-Fluorobenzenesulfonimide: A Direct Approach to β-Aminonitrates

Abstract

An efficient copper nitrate-mediated difunctionalization of alkenes with N-fluorobenzene-sulfonimide (NFSI) has been developed for the direct synthesis of β-aminonitrates in moderate to excellent yields with high regioselectivity. This reaction proceeds through a radical process, where copper nitrate is used as the nitrate source, NFSI as the nitrogen source. The given protocol provides a direct access to functionalized nitrates with operational simplicity, good functional group tolerance and a wide substrate scope. The reaction can be performed in a gram scale and the synthetic utility of the product is demonstrated.