Volume 43, Issue 10 pp. 1155-1160
Concise Report

Selective Synthesis of Bromo-substituted 2H-Pyrroles and 3H-Pyrroles via Three-Component Cascade Annulation of 1,3-Enynes, NBS and TMSN3

Zhen Zhang

Zhen Zhang

Key Laboratory of Green and Precise Synthetic Chemistry and Application, Ministry of Education; Anhui Key Laboratory of Synthetic Chemistry and Applications, Huaibei Normal University, Huaibei, Anhui, 235000 China

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Qingting Song

Qingting Song

Key Laboratory of Green and Precise Synthetic Chemistry and Application, Ministry of Education; Anhui Key Laboratory of Synthetic Chemistry and Applications, Huaibei Normal University, Huaibei, Anhui, 235000 China

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Fan Qin

Fan Qin

Key Laboratory of Green and Precise Synthetic Chemistry and Application, Ministry of Education; Anhui Key Laboratory of Synthetic Chemistry and Applications, Huaibei Normal University, Huaibei, Anhui, 235000 China

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Han Yue

Han Yue

Key Laboratory of Green and Precise Synthetic Chemistry and Application, Ministry of Education; Anhui Key Laboratory of Synthetic Chemistry and Applications, Huaibei Normal University, Huaibei, Anhui, 235000 China

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Xiaoyu Xie

Corresponding Author

Xiaoyu Xie

Key Laboratory of Green and Precise Synthetic Chemistry and Application, Ministry of Education; Anhui Key Laboratory of Synthetic Chemistry and Applications, Huaibei Normal University, Huaibei, Anhui, 235000 China

E-mail: [email protected]; [email protected]Search for more papers by this author
Lei Wang

Lei Wang

Key Laboratory of Green and Precise Synthetic Chemistry and Application, Ministry of Education; Anhui Key Laboratory of Synthetic Chemistry and Applications, Huaibei Normal University, Huaibei, Anhui, 235000 China

Advanced Research Institute and Department of Chemistry, Taizhou University, Taizhou, Zhejiang, 318000 China

College of Material Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, Zhejiang, 311121 China

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Tao Miao

Corresponding Author

Tao Miao

Key Laboratory of Green and Precise Synthetic Chemistry and Application, Ministry of Education; Anhui Key Laboratory of Synthetic Chemistry and Applications, Huaibei Normal University, Huaibei, Anhui, 235000 China

E-mail: [email protected]; [email protected]Search for more papers by this author
First published: 19 February 2025

Comprehensive Summary

A novel and efficient method for selective synthesis of bromo-substituted 2H-pyrroles and 3H-pyrroles has been achieved from 1,3-enynes, NBS and TMSN3 via H2O-promoted cyclization reactions or TFA-catalyzed cyclization/2,3-shift reactions, providing a range of structurally diverse products in moderate to good yields under mild conditions.

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