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

Ren-Rui XuXuanzhang BaoYong-Wang HuoRen-Guan MiaoDan WenWeiqi DaiXinxin QiXiao-Feng Wu
Published in: Organic letters (2022)
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.
Keyphrases
  • randomized controlled trial
  • high intensity
  • transition metal