Discussion Addendum for: The Direct Acyl-Alkylation of Arynes. Preparation of Methyl 2-(2-acetylphenyl)acetate

Wright, Austin L.

doi:10.15227/orgsyn.096.0080

Org. Synth.

2019

DOI: 10.15227/orgsyn.096.0080

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Discussion Addendum for: The Direct Acyl-Alkylation of Arynes. Preparation of Methyl 2-(2-acetylphenyl)acetate

Austin L. Wright¹

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2021

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Cited by 1 publication

References 87 publications

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Aromaticity-Driven Access to Cycloalkyl-Fused Naphthalenes

2021

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We report the efficient synthesis of cycloalkyl-fused naphthalenes through the [4 + 2]-cycloaddtion/decarboxylative aromatization of alkyne-tethered aryne insertion adducts. These scaffolds were difficult to synthesize using conventional reactions. The reaction proceeds via the formation of a benzopyrylium intermediate followed by intramolecular [4 + 2] cycloaddition and a subsequent decarboxylation pathway. This method is also compatible with allene-tethered substrates to afford similar products. In addition, the one-pot synthesis of polysubstituted naphthalenes via aryne insertion/benzannulation has also been developed in good yield.

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Aromaticity-Driven Access to Cycloalkyl-Fused Naphthalenes

2021

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Discussion Addendum for: The Direct Acyl-Alkylation of Arynes. Preparation of Methyl 2-(2-acetylphenyl)acetate

Cited by 1 publication

References 87 publications

Aromaticity-Driven Access to Cycloalkyl-Fused Naphthalenes

Aromaticity-Driven Access to Cycloalkyl-Fused Naphthalenes

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