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Palladium-Catalyzed Domino Carbopalladation/Carbonylative Cyclization: Synthesis of Heterocycles bearing Oxindoles and 3-Acylbenzofuran/3-Acylindole Moieties.

A novel and straightforward methodology for palladium-catalyzed carbopalladation-initiated domino carbonylative cyclization to construct bisheterocycles has been established. With TFBen as an efficient and convenient CO source, the protocol is capable… Click to show full abstract

A novel and straightforward methodology for palladium-catalyzed carbopalladation-initiated domino carbonylative cyclization to construct bisheterocycles has been established. With TFBen as an efficient and convenient CO source, the protocol is capable of generating oxindole and 3-acylbenzofuran/3-acylindole moieties from the corresponding N-(o-iodoaryl)acrylamides and o-alkynylphenols/o-alkynylanilines with the formation of three C-C bonds and one C-O/C-N bond in a single one-step operation. A wide range of bisheterocycles bearing oxindoles and 3-acylbenzofurans/3-acylindoles were prepared in moderate to excellent yields with good functional group tolerance.

Keywords: carbonylative cyclization; bearing oxindoles; acylindole moieties; acylbenzofuran acylindole; palladium catalyzed; carbopalladation

Journal Title: Organic letters
Year Published: 2022

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