Citation: Zhuwen Wei, Jiayan Chen, Congzhen Xie, Yang Chen, Shifa Zhu. Divergent de novo construction of α-functionalized pyrrole derivatives via coarctate reaction[J]. Chinese Chemical Letters, ;2024, 35(12): 109677. doi: 10.1016/j.cclet.2024.109677 shu

Divergent de novo construction of α-functionalized pyrrole derivatives via coarctate reaction

Zhuwen Wei ^a ,
Jiayan Chen ^a ,
Congzhen Xie ^d ,
Yang Chen ^{a, *,} ,
Shifa Zhu ^{a, b, c, *,}

a.
Key Laboratory of Functional Molecular Engineering of Guang-dong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China
b.
School of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Hangzhou 310018, China
c.
State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China
d.
School of Electric Power, South China University of Technology, Guangzhou 510641, China

20239004@scut.edu.cn

zhusf@scut.edu.cn

Received Date: 4 November 2023
Revised Date: 6 February 2024
Accepted Date: 22 February 2024
Available Online: 29 February 2024

Figures(6)

Pyrroles are important structural units of natural products, drug molecules, biomolecules and functional material molecules. Efficient synthesis of α-functionalized pyrroles with different substituents from easily accessible starting materials is still challenging. Herein, a facile and regioselective coarctate reaction of enynals involving a free carbene intermediate has been developed, which allows the divergent and practical de novo synthesis of various α-furanyl pyrroles and α-cyclopropenyl pyrroles derivatives with good to excellent yields and high efficiency under mild conditions. This approach features readily accessible starting materials, high functional group compatibility, step economy and scalability, which would complement previous methods and support expansion of the toolbox for the synthesis of valuable, but previously inaccessible, highly substituted and electron-rich α-functionalized pyrroles.
- α-Furanyl pyrroles,
- α-Cyclopropenyl pyrroles,
- De novo synthesis,
- Divergent construction
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