Iodine‐Catalyzed Aerobic Oxidative Cleavage of C–C δ‐Bonds: Difunctionalization of Dienones

A new and efficient catalytic strategy that combines organocatalysis and iodine catalysis was first developed for the difunctionalization of dienone. The reaction proceeds under metal‐free conditions and employs dioxygen from air as the mild oxidant. The approach results in 1,5‐diketo epoxides in mo...

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Bibliographic Details
Published in:European journal of organic chemistry 2020-09, Vol.2020 (35), p.5735-5740
Main Authors: Feng, Kai‐Xiang, Shen, Qiao‐Yu, Xia, Ai‐Bao, Zhang, Xing, Huang, Li‐Sha, Xu, Zhong‐Yang, Zhou, Zhan‐Yu, Xu, Dan‐Qian, Du, Xiao‐Hua
Format: Article
Language:English
Subjects:
1,6‐Addition
Catalysis
Difunctionalization
Iodine
Iodine catalysis
Organocatalysis
Oxidizing agents
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Summary:A new and efficient catalytic strategy that combines organocatalysis and iodine catalysis was first developed for the difunctionalization of dienone. The reaction proceeds under metal‐free conditions and employs dioxygen from air as the mild oxidant. The approach results in 1,5‐diketo epoxides in moderate to high yields. A new and efficient catalytic strategy that combines organocatalysis and iodine catalysis was first developed for the difunctionalization of dienone. The reaction employs molecular oxygen as the terminal oxidant, and proceeds under mild and metal‐free conditions. The approach results in 1,5‐diketo epoxides in moderate to high yields.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202000971