Selective Synthesis of 2‐(Indol‐3‐Yl)Phenols via Iodine‐Catalyzed C3‐Arylation of Indoles with Cyclohexanones

Abstract An iodine‐catalyzed C3‐arylation of indoles with cyclohexanones to selectively synthesize 2‐(indol‐3‐yl)phenols has been described. Mechanism studies indicate that the oxygen atom in 2‐(indol‐3‐yl)phenols is originally from DMSO. This cascade involving dehydration condensation, selective oxygenation, dehydrogenation, and aromatization was achieved in one pot under transition‐metal‐free conditions.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-01-10
DOI
https://doi.org/10.1002/adsc.202401507
Citations
6
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
5.62

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article

Selective Synthesis of 2‐(Indol‐3‐Yl)Phenols via Iodine‐Catalyzed C3‐Arylation of Indoles with Cyclohexanones

Shanping Chen, Guo‐Jun Deng, Yuxia Li, Xinlin Zhou et al.
6 citations
Advanced Synthesis & Catalysis
Oxidative Organic Chemistry Reactions
5.62
article

Selective Synthesis of 2‐(Indol‐3‐Yl)Phenols via Iodine‐Catalyzed C3‐Arylation of Indoles with Cyclohexanones

Shanping Chen, Guo‐Jun Deng, Yuxia Li, Xinlin Zhou, Qi Yin, Chao Zhang
article en
6 citations

Abstract

Abstract An iodine‐catalyzed C3‐arylation of indoles with cyclohexanones to selectively synthesize 2‐(indol‐3‐yl)phenols has been described. Mechanism studies indicate that the oxygen atom in 2‐(indol‐3‐yl)phenols is originally from DMSO. This cascade involving dehydration condensation, selective oxygenation, dehydrogenation, and aromatization was achieved in one pot under transition‐metal‐free conditions.

Advanced Synthesis & CatalysisVol. 367(7)
Xiangtan University (CN), Henan Normal University (CN)
Henan Normal University, National Natural Science Foundation of China, Ministry of Education of the People's Republic of China, Natural Science Foundation of Hunan Province
Clean water and sanitation
Openalex Percentile: Top 5%
Oxidative Organic Chemistry Reactions
5.62
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