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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Published inOrganic letters Vol. 25; no. 1; pp. 93 - 98
Main Authors Ren, Zi-Gang, Yu, Wan-Lei, Zheng, Hai-Xue, Xu, Peng-Fei
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 13.01.2023
Amer Chemical Soc
Subjects
Alcohols
Alkenes
Catalysis
catalytic activity
Chemistry
Chemistry, Organic
Cobalt
dehydrogenation
electron transfer
Electron Transport
Humans
Physical Sciences
Protons
Science & Technology
FUNCTIONALIZATION
KETONES
ACTIVATION
EVOLUTION
ALKYL
CHLORIDES
BOND-CLEAVAGE
C-H AMINATION
CHLORINATION
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ISSN1523-7060
1523-7052
1523-7052
DOI10.1021/acs.orglett.2c03894

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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.
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ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.2c03894