Anionic Homologous Fries Rearrangement of O-(2-Methylaryl)carbamates. A Regiospecific Route to Benzo[b]furan-2(3<i>H</i>)-ones including an Unnamed Metabolite from <i>Helenium</i> Species

Abstract

A new LDA mediated O → C carbamoyl migration, 3 provides a general and efficient route to aryl acetamides 5, precursors to the benzo- and naphthofuranones 7, one of which serves as a starting material for a short synthesis of naturally-occurring benzofuranolactol 11 isolated from several Helenium species.