Palladium-Catalyzed Modular Synthesis of Thiophene-Fused Polycyclic Aromatics via Sequential C–H Activation

A palladium-catalyzed Catellani-type [2+2+2] annulation reaction of aryl iodides, bromothiophenes, and norbornadiene, which proceeds via a tandem Heck coupling/double C-H bond activation and retro-Diels-Alder pathway to access thiophene-fused polyaromatics, is reported. The key feature of this protocol represents a NBD/NBE retaining annulation.

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Publication Details

Journal
Organic Letters
Published
2025-01-29
DOI
https://doi.org/10.1021/acs.orglett.4c04597
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
2.81

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article

Palladium-Catalyzed Modular Synthesis of Thiophene-Fused Polycyclic Aromatics via Sequential C–H Activation

Dongping Chen, Yu Luo, Ying Fu, Zhengyin Du et al.
3 citations
Organic Letters
Catalytic C–H Functionalization Methods
2.81
article

Palladium-Catalyzed Modular Synthesis of Thiophene-Fused Polycyclic Aromatics via Sequential C–H Activation

Dongping Chen, Yu Luo, Ying Fu, Zhengyin Du, Hao Chen, Jiajia Liu
article en
3 citations

Abstract

A palladium-catalyzed Catellani-type [2+2+2] annulation reaction of aryl iodides, bromothiophenes, and norbornadiene, which proceeds via a tandem Heck coupling/double C-H bond activation and retro-Diels-Alder pathway to access thiophene-fused polyaromatics, is reported. The key feature of this protocol represents a NBD/NBE retaining annulation.

Organic LettersVol. 27(5)
Ministry of Education (IR), Northwest Normal University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 12%
Catalytic C–H Functionalization Methods
2.81
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Palladium-Catalyzed Modular Synthesis of Thiophene-Fused Polycyclic Aromatics via Sequential C–H Activation — Dongping Chen, Yu Luo, et al. · Organic Letters (2025) | TGRS Research Map | TGRS