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Synthesis of C3-alkylated benzofurans via palladium-catalyzed regiocontrolled hydro-furanization of unactivated alkenes

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A new chelation-controlled hydrofuranization of unactivated olefins with α-alkynyl arylols is reported for the first time, and used to produce a wide range of C3-alkylated benzofurans with generally good yields… Click to show full abstract

A new chelation-controlled hydrofuranization of unactivated olefins with α-alkynyl arylols is reported for the first time, and used to produce a wide range of C3-alkylated benzofurans with generally good yields under mild conditions. A bidentate directing group is used to suppress β-hydride elimination and in turn facilitate a protodepalladation event. In addition to 100% atom utilization, good functional group tolerance and mild conditions, the present catalysis did not demand any additional ligand, additives and bases/acids, making the transformation simple and facile and it thus opens new avenues for catalytic difunctionalization of alkynes and olefins.

Keywords: alkylated benzofurans; synthesis alkylated; catalyzed regiocontrolled; via palladium; benzofurans via; palladium catalyzed

Journal Title: Organic chemistry frontiers
Year Published: 2020

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