Facile Synthesis of Silylated 4,5-Disubstituted Phthalates via Inverse Electron-demand Cycloaddition of 2-Pyrone-4,5-dicarboxylate with Silylacetylenes

Hoshino, Yujiro; Ikeda, Yoshitaka; Nakai, Yota; Honda, Kiyoshi

doi:10.1246/cl.170820

Cited by 6 publications

(1 citation statement)

References 61 publications

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“…In 2017, Hoshino et al reported on the efficient preparation of silylated 4,5-disubstituted phthalates starting from 2-pyrone-4,5-dicarboxylate (47) and various silylacetylenes 48 via an inverse-electron-demand [4+2] cycloaddition in the presence of MS 4A, in xylene at 200 °C in a sealed tube (Scheme 14). 30 The desired 4-aryl-5-silylphthalates 49 were formed in good to high yield (10-91%). Different additives were tested in the reaction (MS 3A, MS 4A, and citric acid), but the highest yield was obtained with powdered MS 4A.…”

Section: Short Review Synthesis 24 Activation Of the Starting Materialsmentioning

confidence: 98%

The Application of 4Å Molecular Sieves in Organic Chemical Syntheses: An Overview

Magyar¹,

Juhász²,

Hell³

2020

Synthesis

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In the last two decades, considerable attention has been devoted to the use of 4Å molecular sieves (MS 4A) in organic chemical syntheses. Initially, they were applied as drying agents in order to dry gases, solvents and liquid reagents. Nowadays, there is a growing tendency to apply MS 4A as an additive, catalyst, co-catalyst or catalyst support in organic reactions. In this review, we aim to summarize the recent examples of organic syntheses promoted by MS 4A from 1997 to 2020. We hope to provide the reader with an overview of the potential of MS 4A in the field of organic synthesis.1 Introduction2 Application as an Additive3 Application as Catalyst4 Application as Co-catalyst5 Application as Support6 Conclusion

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Section: Short Review Synthesis 24 Activation Of the Starting Materialsmentioning

confidence: 98%

The Application of 4Å Molecular Sieves in Organic Chemical Syntheses: An Overview

Magyar¹,

Juhász²,

Hell³

2020

Synthesis

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Palladium-catalyzed carbonylative synthesis of carboxamide substituted 2-pynones from methyl enynoates and nitroarenes

Wen

Miao

et al. 2023

Journal of Catalysis

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Nickel-catalyzed thiocarbonylation for the synthesis of thioesters-functionalized 2H-pyrones with sulfonyl chlorides as the sulfur sources

Hou,

Ma,

Zhao

et al. 2024

Journal of Catalysis

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Facile Synthesis of Silylated 4,5-Disubstituted Phthalates via Inverse Electron-demand Cycloaddition of 2-Pyrone-4,5-dicarboxylate with Silylacetylenes

Cited by 6 publications

References 61 publications

The Application of 4Å Molecular Sieves in Organic Chemical Syntheses: An Overview

The Application of 4Å Molecular Sieves in Organic Chemical Syntheses: An Overview

Palladium-catalyzed carbonylative synthesis of carboxamide substituted 2-pynones from methyl enynoates and nitroarenes

Nickel-catalyzed thiocarbonylation for the synthesis of thioesters-functionalized 2H-pyrones with sulfonyl chlorides as the sulfur sources

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