Domino [Pd]-Catalysis: Heck followed by decarboxylative Sonogashira couplings under microwave irradiation in aqueous medium

Publication date: 15 July 2019Source: Journal of Organometallic Chemistry, Volume 890Author(s): Karu Ramesh, Gedu SatyanarayanaAbstractA copper free [Pd]-catalyzed domino intramolecular Heck and intermolecular decarboxylative Sonogashira couplings, for the synthesis of alkyne bearing heterocyclic compounds with a quaternary carbon atom, is described. Notably, this dual bond forming strategy is successful in water solvent, under microwave irradiation. This one-pot operation enabled the formation of a variety of dihydrobenzofurans, indolines and oxindoles, in very good to near quantitative yields. Notably, unlike earlier reports, the present strategy is successful in delivering the products with short alkyl substituents on acetylene carbon, which is first of its kind.Graphical abstract

Source: Journal of Organometallic Chemistry - April 16, 2019 Category: Chemistry Source Type: research