posted on 2021-06-11, 20:05authored byClaire Déjardin, Amaury Renou, Jacques Maddaluno, Muriel Durandetti
An
intramolecular carbometallation of a triple bond promoted by
electrochemistry and mediated by nickel catalysis is described. This
domino process transforms various aryl halides bearing a propargyl
chain into substituted heterocycles in one single operation, with
high stereoselectivities and in good to high yields. This reaction,
characterized by a cyclic voltammetry set of experiments, proceeds
following a syn-exo-dig cyclization process. When run at 80 °C, vinylbenzofuranes that
are suitable substrates for cycloaddition reactions are obtained.