Visible-Light-Mediated Tandem Heck-Type Arylation/[4+2] Electrocyclization Process to Access 9,10-Dihydronaphthalene

Abstract Given their biological and synthetic importance, the construction of 9,10-dihydronaphthalene scaffolds is a pivotal transformation in organic synthesis, serving as a gateway to various bioactive natural products and functional materials. Herein, we develop a visible-light-driven, EDA-mediated Heck-type arylation/[4+2] electrocyclization tandem process, enabling the facile assembly of 9,10-dihydronaphthalene compounds by starting from readily available feedstock chemicals. A range of cinnamate and iodobenzene compounds showed good compatibility with this reaction system. The rationally designed reaction sequence exemplifies a telescoped route for the rapid construction of a multicyclic system with high reaction efficiency.

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Publication Details

Journal
Organic Letters
Published
2026-09-12
DOI
https://doi.org/10.1021/acs.orglett.6c03536
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Visible-Light-Mediated Tandem Heck-Type Arylation/[4+2] Electrocyclization Process to Access 9,10-Dihydronaphthalene

Ke-Yi Deng, Hua Yang, Kai Chen, Yu Zheng et al.
Organic Letters
Radical Photochemical Reactions
article

Visible-Light-Mediated Tandem Heck-Type Arylation/[4+2] Electrocyclization Process to Access 9,10-Dihydronaphthalene

Ke-Yi Deng, Hua Yang, Kai Chen, Yu Zheng, Jing-ying Liu
article en

Abstract

Abstract Given their biological and synthetic importance, the construction of 9,10-dihydronaphthalene scaffolds is a pivotal transformation in organic synthesis, serving as a gateway to various bioactive natural products and functional materials. Herein, we develop a visible-light-driven, EDA-mediated Heck-type arylation/[4+2] electrocyclization tandem process, enabling the facile assembly of 9,10-dihydronaphthalene compounds by starting from readily available feedstock chemicals. A range of cinnamate and iodobenzene compounds showed good compatibility with this reaction system. The rationally designed reaction sequence exemplifies a telescoped route for the rapid construction of a multicyclic system with high reaction efficiency.

Organic Letters
Central South University (CN), South University (US)
National Natural Science Foundation of China, Central South University, Natural Science Foundation of Hunan Province
Openalex Percentile: Top 20%
Radical Photochemical Reactions
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