Ligand Enabled Manganese‐Catalyzed Oxidation of 1,2‐Disubstituted Cyclobutanols

Abstract Here we report a protocol for the preparation of 1,4‐diketones from 1,2‐disubstituted cyclobutanols based on their ring‐opening oxidation with molecular oxygen. The reaction proceeds under manganese catalysis in the presence of 1,10‐phenanthroline ligand and leads to the target product along with minor 4‐hydroxyketone that can be oxidized with Dess‐Martin periodinane in the same reaction vessel. Substrates with alkyl and aryl substituents including those bearing functional groups were successfully engaged in the reaction.

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Publication Details

Journal
ChemistrySelect
Published
2024-08-22
DOI
https://doi.org/10.1002/slct.202402709
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

Ligand Enabled Manganese‐Catalyzed Oxidation of 1,2‐Disubstituted Cyclobutanols

Alaksiej L. Hurski, Dmitry Astashko, Margarita Pilicheva, Ulada Karotsina
ChemistrySelect
Oxidative Organic Chemistry Reactions
article

Ligand Enabled Manganese‐Catalyzed Oxidation of 1,2‐Disubstituted Cyclobutanols

Alaksiej L. Hurski, Dmitry Astashko, Margarita Pilicheva, Ulada Karotsina
article en

Abstract

Abstract Here we report a protocol for the preparation of 1,4‐diketones from 1,2‐disubstituted cyclobutanols based on their ring‐opening oxidation with molecular oxygen. The reaction proceeds under manganese catalysis in the presence of 1,10‐phenanthroline ligand and leads to the target product along with minor 4‐hydroxyketone that can be oxidized with Dess‐Martin periodinane in the same reaction vessel. Substrates with alkyl and aryl substituents including those bearing functional groups were successfully engaged in the reaction.

ChemistrySelectVol. 9(32)
Belarusian State University (BY)
Clean water and sanitation
Openalex Percentile: Top 90%
Oxidative Organic Chemistry Reactions
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