PCET-Mediated Ring-Opening Alkenylation of Cycloalkanols via Dual Photoredox and Cobalt Catalysis

The construction of molecular skeletons and modification of molecules using widely available and easily prepared alcohols as radical precursors for coupling reactions are significant and challenging subjects. We herein report a straightforward strategy for the dehydrogenative ring-opening alkenylati...

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Bibliographic Details
Published in:Organic letters 2023-01, Vol.25 (1), p.93-98
Main Authors: Ren, Zi-Gang, Yu, Wan-Lei, Zheng, Hai-Xue, Xu, Peng-Fei
Format: Article
Language:English
Subjects:
Alcohols
Alkenes
Catalysis
Cobalt
Electron Transport
Humans
Protons
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Summary:The construction of molecular skeletons and modification of molecules using widely available and easily prepared alcohols as radical precursors for coupling reactions are significant and challenging subjects. We herein report a straightforward strategy for the dehydrogenative ring-opening alkenylation of cycloalkanols with alkenes by combining a proton-coupled electron transfer strategy and a dual photoredox and cobalt catalysis system. With this approach, a series of distally unsaturated ketones were obtained in 17–83% yields with high E selectivity.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c03894