Palladium-Catalyzed [4 + 1] Annulation of Benzofuran-Derived Azadienes with Isocyanides

A palladium-catalyzed [4 + 1] annulation of benzofuran-derived azadienes and isocyanides has been developed. This protocol provides an efficient and practical approach to obtain diverse benzofuro[3,2-<i>b</i>]pyrrole derivatives in moderate to good yields. The reaction appears to proceed through Pd<sup>II</sup>-assisted intramolecular Michael addition, followed by 5-<i>exo-dig</i> cyclization, aromatization, and subsequent base-assisted desulfonylation.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-06-07
DOI
https://doi.org/10.1021/acs.joc.5c00769
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94

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article

Palladium-Catalyzed [4 + 1] Annulation of Benzofuran-Derived Azadienes with Isocyanides

Qingqing Wu, Bingchuan Yang, Puyu Zhang, Ruoyu Zhang et al.
1 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.94
article

Palladium-Catalyzed [4 + 1] Annulation of Benzofuran-Derived Azadienes with Isocyanides

Qingqing Wu, Bingchuan Yang, Puyu Zhang, Ruoyu Zhang, Pan Li, Jingjing Zhao, Yun Chai, X. H. Xie
article en
1 citations

Abstract

A palladium-catalyzed [4 + 1] annulation of benzofuran-derived azadienes and isocyanides has been developed. This protocol provides an efficient and practical approach to obtain diverse benzofuro[3,2-<i>b</i>]pyrrole derivatives in moderate to good yields. The reaction appears to proceed through Pd<sup>II</sup>-assisted intramolecular Michael addition, followed by 5-<i>exo-dig</i> cyclization, aromatization, and subsequent base-assisted desulfonylation.

The Journal of Organic ChemistryVol. 90(24)
Henan University (CN), Qilu Normal University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 25%
Catalytic C–H Functionalization Methods
0.94
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Palladium-Catalyzed [4 + 1] Annulation of Benzofuran-Derived Azadienes with Isocyanides — Qingqing Wu, Bingchuan Yang, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS