Double Direct C–H Bond Arylation of Thiophenes with Aryl Chlorides Catalyzed by the <i>N</i>-Heterocyclic Carbene-PdCl<sub>2</sub>-1-methylimidazole Complex

With the combination of the <i>N</i>-heterocyclic carbene-PdCl<sub>2</sub>-1-methylimidazole complex and Cu<sub>2</sub>O, we succeeded in the first example of double direct C-H bond arylation reactions between thiophenes and aryl chlorides, giving the desired 2,5-diarylated thiophenes in moderate to high yields under suitable conditions, consistent with the density functional theory calculations.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-08-21
DOI
https://doi.org/10.1021/acs.joc.4c01478
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.25

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article

Double Direct C–H Bond Arylation of Thiophenes with Aryl Chlorides Catalyzed by the N-Heterocyclic Carbene-PdCl2-1-methylimidazole Complex

Li‐Xiong Shao, Xiaoxu Bo, Chao Wang, Yi‐hong Ding et al.
1 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.25
article

Double Direct C–H Bond Arylation of Thiophenes with Aryl Chlorides Catalyzed by the N-Heterocyclic Carbene-PdCl2-1-methylimidazole Complex

Li‐Xiong Shao, Xiaoxu Bo, Chao Wang, Yi‐hong Ding, Quan Zhou, Ke-Jiang Liang
article en
1 citations

Abstract

With the combination of the <i>N</i>-heterocyclic carbene-PdCl<sub>2</sub>-1-methylimidazole complex and Cu<sub>2</sub>O, we succeeded in the first example of double direct C-H bond arylation reactions between thiophenes and aryl chlorides, giving the desired 2,5-diarylated thiophenes in moderate to high yields under suitable conditions, consistent with the density functional theory calculations.

The Journal of Organic ChemistryVol. 89(17)
Wenzhou University (CN), Wenzhou Vocational College of Science and Technology (CN)
National Natural Science Foundation of China, Department of Education of Zhejiang Province, Science and Technology Department of Zhejiang Province
Clean water and sanitation
Openalex Percentile: Top 49%
Catalytic C–H Functionalization Methods
0.25
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