EDA complex-directed streamlined synthesis of isoxazolidines from nitroarenes

Abstract

A strategy based on an electron donor–acceptor (EDA) complex is described for one-step reduction/cycloaddition of nitroarenes with methacryloyl benzamides to construct isoxazolidines. Mechanistic analysis revealed that the multifunctional amines play the role of electron donors in matching light-sensitive species and act as C1 synthons in the C–N bond formation of nitrones. Broad substrate scopes are compatible with late-stage functionalization, proving the usefulness and versatility of this new theme.