Difunctionalization of alkenes proceeding with radical 1,2-alkynyl migration in batch and continuous-flow modes

An efficient strategy to construct α -alkynyl ketones through electrochemical difunctionalization of alkenes was developed. This method is oxidant-free, metal-free, high-efficiency and eco-friendly, and offers rapid constructions of 1,2-alkynyl migration products through the radical process of 3- ex...

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Published inNew journal of chemistry Vol. 48; no. 4; pp. 1735 - 174
Main Authors Mao, Ziren, Zhou, Yiliang, Zhang, Jingming, Liu, Chengkou, Wang, Chang-Sheng, Yang, Xiaobing, Qin, Hong, Fang, Zheng, Guo, Kai
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 22.01.2024
Royal Society of Chemistry
Subjects
Alkenes
Chemistry
Chemistry, Multidisciplinary
Continuous flow
Ketones
Oxidizing agents
Physical Sciences
Science & Technology
METAL-FREE
UNACTIVATED ALKENES
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ISSN1144-0546
1369-9261
DOI10.1039/d3nj05081e

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Summary:An efficient strategy to construct α -alkynyl ketones through electrochemical difunctionalization of alkenes was developed. This method is oxidant-free, metal-free, high-efficiency and eco-friendly, and offers rapid constructions of 1,2-alkynyl migration products through the radical process of 3- exo-dig cyclization. Moreover, the reaction could undergo a successful transformation under continuous-flow conditions. A straightforward method for electrochemical difunctionalization of alkenes to construct the corresponding α-alkynyl ketone product under catalyst- and oxidant-free conditions in batch and continuous-flow modes was developed.
Bibliography:https://doi.org/10.1039/d3nj05081e
Electronic supplementary information (ESI) available. See DOI
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ISSN:1144-0546
1369-9261
DOI:10.1039/d3nj05081e