Single-flask synthesis of N-acylated indoles by catalytic dehydrogenative coupling with primary alcohols.
Indoles and alcohols can be coupled in a dehydrogenative process catalyzed by tetrapropylammonium perruthenate. This efficient approach to indolylamides proceeds in a single flask under mild conditions. By employing substituted indoles and alkyl, branched, or benzylic alcohols, a variety of indolylamides can be formed. Aryl indolylamides can be functionalized through an additional dehydrogenative coupling to furnish elaborated polycyclic heterocycles similar to biologically active structures previously reported.
Maki
Brooks E
BE
Department of Chemistry, Northwestern University, Evanston, Illinois 60208, USA.
Scheidt
Karl A
KA