Visible Light-Mediated Decarboxylation Rearrangement Cascade of omega-Aryl-N-(acyloxy)phthalimides

摘要

A Smiles-type radical rearrangement induced by visible-light-mediated decarboxylation of omega-aryl-N-(acyloxy)phthalimides was developed, giving rise to pharmacologically important substance classes: phenylethylamine derivatives, dihydroisoquinolinones, and benzoazepinones were synthesized on the basis of readily available benzoic acids or benzaldehydes and beta- or gamma-amino acids. This methodology facilitates the synthesis of enantiopure D-amphetamine and of precursors of capsazepinoid bronchodilators.