Carbon-Chain Elongation by Co-Catalyzed Selective C–C Bond Cleavage and Subsequent Silylperoxylation of Alkene Substrates

A Co-catalyzed selective C–C bond cleavage followed by the silylperoxylation of alkene substrates generated a series of alkylsilyl peroxides with good yields and selectivities. Further transformation through transition-metal-catalyzed cleavage of the resulting alkylsilyl peroxides and subsequent functionalization with coupling partners could generate a series of dicarbonyl compounds. This two-step transformation was carried out in a one-pot manner, which enhances the practicability of this approach. A plausible reaction mechanism was proposed to interpret the C–C bond cleavage and subsequent silylperoxylation of the alkene substrates.

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Publication Details

Journal
ACS Catalysis
Published
2024-09-20
DOI
https://doi.org/10.1021/acscatal.4c04886
Citations
4
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
1.00

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article

Carbon-Chain Elongation by Co-Catalyzed Selective C–C Bond Cleavage and Subsequent Silylperoxylation of Alkene Substrates

Terumasa Kato, Keiji Maruoka, Jiahao Xie
4 citations
ACS Catalysis
Oxidative Organic Chemistry Reactions
1.00
article

Carbon-Chain Elongation by Co-Catalyzed Selective C–C Bond Cleavage and Subsequent Silylperoxylation of Alkene Substrates

Terumasa Kato, Keiji Maruoka, Jiahao Xie
article en
4 citations

Abstract

A Co-catalyzed selective C–C bond cleavage followed by the silylperoxylation of alkene substrates generated a series of alkylsilyl peroxides with good yields and selectivities. Further transformation through transition-metal-catalyzed cleavage of the resulting alkylsilyl peroxides and subsequent functionalization with coupling partners could generate a series of dicarbonyl compounds. This two-step transformation was carried out in a one-pot manner, which enhances the practicability of this approach. A plausible reaction mechanism was proposed to interpret the C–C bond cleavage and subsequent silylperoxylation of the alkene substrates.

ACS CatalysisVol. 14(19)
Guangdong University of Technology (CN), Kyoto University (JP)
Japan Society for the Promotion of Science
Openalex Percentile: Top 27%
Oxidative Organic Chemistry Reactions
1.00
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