Pd-Catalyzed Asymmetric Synthesis of Chiral 2-Trifluoromethyl-4-(indol-3-yl)-4<i>H</i>-chromene Derivatives

This paper presents a new strategy for the construction of the chiral 4<i>H</i>-chromene skeleton. A series of chiral 2-trifluoromethyl-4-(indol-3-yl)-4<i>H</i>-chromenes were synthesized in moderate to good yields (60-92%) with excellent enantioselectivity (up to 97% ee) through the palladium-catalyzed asymmetric condensation of 2<i>H</i>-chromenes and indoles. These trifluoromethylated, stereochemically rich building blocks hold potential value in medicinal chemistry.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-01-29
DOI
https://doi.org/10.1021/acs.joc.4c02068
Citations
1
Primary Topic
Synthesis of Indole Derivatives
Type
article
Field-Weighted Citation Impact
0.94

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article

Pd-Catalyzed Asymmetric Synthesis of Chiral 2-Trifluoromethyl-4-(indol-3-yl)-4H-chromene Derivatives

Jingping Qü, Shuaibo Zhang, Bangzhong Wang, Yuhan Zhou et al.
1 citations
The Journal of Organic Chemistry
Synthesis of Indole Derivatives
0.94
article

Pd-Catalyzed Asymmetric Synthesis of Chiral 2-Trifluoromethyl-4-(indol-3-yl)-4H-chromene Derivatives

Jingping Qü, Shuaibo Zhang, Bangzhong Wang, Yuhan Zhou, Pengyue Zhang, Jinfeng Zhao, Luyang Sun
article en
1 citations

Abstract

This paper presents a new strategy for the construction of the chiral 4<i>H</i>-chromene skeleton. A series of chiral 2-trifluoromethyl-4-(indol-3-yl)-4<i>H</i>-chromenes were synthesized in moderate to good yields (60-92%) with excellent enantioselectivity (up to 97% ee) through the palladium-catalyzed asymmetric condensation of 2<i>H</i>-chromenes and indoles. These trifluoromethylated, stereochemically rich building blocks hold potential value in medicinal chemistry.

The Journal of Organic ChemistryVol. 90(5)
Dalian University of Technology (CN), Dalian University (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 29%
Synthesis of Indole Derivatives
0.94
DOISourceOpenAlex
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Pd-Catalyzed Asymmetric Synthesis of Chiral 2-Trifluoromethyl-4-(indol-3-yl)-4<i>H</i>-chromene Derivatives — Jingping Qü, Shuaibo Zhang, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS