Visible-Light-Induced Palladium-Catalyzed Construction of Polyarylfuran Skeletons via Cascade Aryl Radical Cyclization and C(sp3)–P(V) Bond Cleavage

Herein, a novel and expedient method was established for the synthesis of polyarylfuran derivatives. The coupling of allenylphosphine oxide and bromophenol or bromonaphthol enabled by visible light and palladium catalysis directly furnishes polyarylfuran skeletons, which involves a radical tandem cy...

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Bibliographic Details
Published in:Organic letters 2023-06, Vol.25 (25), p.4720-4724
Main Authors: Li, Yang, Zhang, Shen-Yuan, Yan, Xiao-Long, Zhu, Jie, Luo, Kai, Wu, Lei
Format: Article
Language:English
Subjects:
Catalysis
Cyclization
Light
Palladium - chemistry
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Summary:Herein, a novel and expedient method was established for the synthesis of polyarylfuran derivatives. The coupling of allenylphosphine oxide and bromophenol or bromonaphthol enabled by visible light and palladium catalysis directly furnishes polyarylfuran skeletons, which involves a radical tandem cyclization and cascade C­(sp3)–P­(V) bond cleavage. This protocol features easy operation, a broad substrate scope, and a high step economy, affording polyarylfurans in moderate to good yields.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c01680