Gold-catalyzed ligand-controlled annulation for the construction of indoles and furoindoles

We report herein a gold-catalyzed ligand-dependent cyclization strategy that enables divergent synthesis of indole and furoindole scaffolds from ynamide precursors. This switchable transformation demonstrates remarkable selectivity through rational ligand design: employing triphenylphosphine as an ancillary ligand facilitates direct indole formation, whereas the Me<sub>4</sub><sup><i>t</i></sup>BuXPhos ligand promotes a tandem annulation process to construct the privileged furoindole architecture. Besides, the protocol features mild conditions, good functional group tolerance, and moderate to excellent yields.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc02328a
Citations
1
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.94
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article

Gold-catalyzed ligand-controlled annulation for the construction of indoles and furoindoles

Long‐Wu Ye, Xiaojing Jia, Weiguang Kong, Ting Li et al.
1 citations
Chemical Communications
Catalytic Alkyne Reactions
0.94
article

Gold-catalyzed ligand-controlled annulation for the construction of indoles and furoindoles

Long‐Wu Ye, Xiaojing Jia, Weiguang Kong, Ting Li, Ming Chen, Wenguang Li, Yuanmeng Kan
article en
1 citations

Abstract

We report herein a gold-catalyzed ligand-dependent cyclization strategy that enables divergent synthesis of indole and furoindole scaffolds from ynamide precursors. This switchable transformation demonstrates remarkable selectivity through rational ligand design: employing triphenylphosphine as an ancillary ligand facilitates direct indole formation, whereas the Me<sub>4</sub><sup><i>t</i></sup>BuXPhos ligand promotes a tandem annulation process to construct the privileged furoindole architecture. Besides, the protocol features mild conditions, good functional group tolerance, and moderate to excellent yields.

Chemical CommunicationsVol. 61(51)
Xiamen University (CN), Chinese Academy of Sciences (CN), Nanyang Normal University (CN), Shanghai Institute of Organic Chemistry (CN)
Openalex Percentile: Top 26%
Catalytic Alkyne Reactions
0.94
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Gold-catalyzed ligand-controlled annulation for the construction of indoles and furoindoles — Long‐Wu Ye, Xiaojing Jia, et al. · Chemical Communications (2025) | TGRS Research Map | TGRS