Silver trifluoroacetate as a bifunctional reagent for palladium-catalyzed oxidative carbonylative [4 + 1] annulation of aromatic acids

Li, Zhuangzhuang; Li, Wan-Di; Fan, Jiulun; Li, Junting; Liu, Zhao‐Tie

doi:10.1039/d3qo00219e

Org. Chem. Front.

2023

DOI: 10.1039/d3qo00219e

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Silver trifluoroacetate as a bifunctional reagent for palladium-catalyzed oxidative carbonylative [4 + 1] annulation of aromatic acids

Zhuangzhuang Li

Wan-Di Li

Jiulun Fan

et al.

Abstract: Silver trifluoroacetate with dual functions is demonstrated for constructing phthalic anhydride in air via palladium-catalyzed oxidative carbonylative [4+1] annulation of aromatic acids. Mechanistic studies reveal that the reaction occurs through...

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2024

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Cited by 2 publications

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Additive-Controlled Divergent Synthesis of Fluorenone-4-carboxylic Acids and Diphenic Anhydrides via Rhodium-Catalyzed Oxidative Dimeric Cyclization of Aromatic Acids

Li,

Wang,

et al. 2024

Org. Lett.

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A rhodium-catalyzed one-pot access to valuable polycyclic frameworks of fluorenone-4-carboxylic acids and diphenic anhydrides via the oxidative dimeric cyclization of aromatic acids has been developed. This transformation proceeded via carboxyl-assisted 2-fold C–H activation followed by intramolecular Friedel–Crafts or dehydration reactions. The silver salt additive plays a vital role in the chemoselectivity of the products. Diphenic anhydride 3l exhibits a maximum fluorescence quantum yield of up to 59%.

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Additive-Controlled Divergent Synthesis of Fluorenone-4-carboxylic Acids and Diphenic Anhydrides via Rhodium-Catalyzed Oxidative Dimeric Cyclization of Aromatic Acids

Li,

Wang,

et al. 2024

Org. Lett.

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Application of Carbonylation in the Synthesis of Bulk and Fine Chemicals

Shi,

Wang,

Wang

et al. 2024

Chinese Journal of Organic Chemistry

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Silver trifluoroacetate as a bifunctional reagent for palladium-catalyzed oxidative carbonylative [4 + 1] annulation of aromatic acids

Abstract: Silver trifluoroacetate with dual functions is demonstrated for constructing phthalic anhydride in air via palladium-catalyzed oxidative carbonylative [4+1] annulation of aromatic acids. Mechanistic studies reveal that the reaction occurs through...

Cited by 2 publications

References 80 publications

Additive-Controlled Divergent Synthesis of Fluorenone-4-carboxylic Acids and Diphenic Anhydrides via Rhodium-Catalyzed Oxidative Dimeric Cyclization of Aromatic Acids

Additive-Controlled Divergent Synthesis of Fluorenone-4-carboxylic Acids and Diphenic Anhydrides via Rhodium-Catalyzed Oxidative Dimeric Cyclization of Aromatic Acids

Application of Carbonylation in the Synthesis of Bulk and Fine Chemicals

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