Rapid construction of furan-linked bisheterocycles via a palladium-catalyzed domino Heck/cross-coupling reaction

Abstract

A palladium-catalyzed domino Heck/cross-coupling reaction of alkene-tethered aryl iodides with β-chloroenones is reported. This reaction enables the formation of one C–O bond and two C–C bonds to construct bisheterocycles in a single operation via an intramolecular carbopalladation, followed by a carbene-based cross-coupling with β-chloroenones as a non-diazo carbene precursor, providing an efficient method for synthesizing furan-linked dihydrobenzofurans/oxindoles in yields up to 98%.

Graphical abstract: Rapid construction of furan-linked bisheterocycles via a palladium-catalyzed domino Heck/cross-coupling reaction

Supplementary files

Article information

Article type
Paper
Submitted
03 Jul 2025
Accepted
18 Aug 2025
First published
19 Aug 2025

Org. Biomol. Chem., 2025, Advance Article

Rapid construction of furan-linked bisheterocycles via a palladium-catalyzed domino Heck/cross-coupling reaction

D. Wang, Z. Yin, X. Feng, H. Zhu, F. Gao, J. Li, J. Zhang and Y. Yuan, Org. Biomol. Chem., 2025, Advance Article , DOI: 10.1039/D5OB01081K

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