Volume 41, Issue 1 pp. 37-42
Concise Report

Photo-triggered Intramolecular Radical Tandem Regioselective Alkylation/Cyclization of 1,6-Dienes with Redox-Active Esters Enabled by an EDA Complex

Bin Sun

Bin Sun

Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, Zhejiang, 310014 China

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Lan Ling

Lan Ling

College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang, 310014 China

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Xiaohui Zhuang

Xiaohui Zhuang

Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, Zhejiang, 310014 China

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Lulu Yang

Lulu Yang

Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, Zhejiang, 310014 China

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Jieli Yin

Jieli Yin

Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, Zhejiang, 310014 China

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Can Jin

Corresponding Author

Can Jin

Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, Zhejiang, 310014 China

College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang, 310014 China

E-mail: [email protected]Search for more papers by this author
First published: 12 September 2022
Citations: 4

Comprehensive Summary

A photocatalyst- and metal-free radical tandem alkylation/cyclization between 1,6-dienes and redox-active esters has been developed, affording a series of N-aryl pyrrolidine-2-ones in moderate to good yields. The transformation is driven by the formation of an electron-donor-acceptor (EDA) complex and a subsequent single electron transfer (SET) process. This photocatalyst-free protocol features excellent regioselectivity, mild conditions and broad substrate scope, providing a facile access to 3-alkyl-3,4-dimethyl-1-phenylpyrrolidin-2-one.image

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