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

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

Authors :
Xu RR
Bao X
Huo YW
Miao RG
Wen D
Dai W
Qi X
Wu XF
Source :
Organic letters [Org Lett] 2022 Sep 09; Vol. 24 (35), pp. 6477-6482. Date of Electronic Publication: 2022 Aug 30.
Publication Year :
2022

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.

Details

Language :
English
ISSN :
1523-7052
Volume :
24
Issue :
35
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
36040811
Full Text :
https://doi.org/10.1021/acs.orglett.2c02664