Palladium‐Catalyzed Ring‐Opening Diarylation of Cyclobutanols for the Synthesis of Acylindanes

Yan, Wen-Jing; Tu, Hai-Yong; Liao, Zhiyong; Shen, Xiaoqin; Zhang, Xingguo

doi:10.1002/adsc.202300355

Adv Synth Catal

2023

DOI: 10.1002/adsc.202300355

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Palladium‐Catalyzed Ring‐Opening Diarylation of Cyclobutanols for the Synthesis of Acylindanes

Wen-Jing Yan

Hai-Yong Tu

Zhiyong Liao

et al.

Abstract: A method for the construction of the indane skeleton through palladium-catalyzed ringopening diarylation of Cyclobutanols with aryl 1,2dihalides has been described. The ring-expansion reaction involves β-carbon elimination of Cyclobutanols and subsequent α-carbon arylation of ketone to give 2-acylindanes in 42-93% yields.

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2024

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

Karotsina,

Pilicheva,

Hurski

et al. 2024

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

Karotsina,

Pilicheva,

Hurski

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

show abstract

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Palladium‐Catalyzed Ring‐Opening Diarylation of Cyclobutanols for the Synthesis of Acylindanes

Cited by 1 publication

References 55 publications

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

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

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