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A Formal (4 + 2) Cycloaddition of Phosphorus Ylides: Synthesis of Aromatic and Heteroaromatic 1,2-Diesters and Diones.

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Heteroarylmethylenephosphorus ylides underwent Michael addition with alkynediones and alkynediesters, followed by intramolecular cyclization and elimination of triphenylphosphine oxide to afford 1,2-diaroylbenzenes and 1,2-alkoxycarbonylcarbo- and heterocycles. The analogous (4 + 2)… Click to show full abstract

Heteroarylmethylenephosphorus ylides underwent Michael addition with alkynediones and alkynediesters, followed by intramolecular cyclization and elimination of triphenylphosphine oxide to afford 1,2-diaroylbenzenes and 1,2-alkoxycarbonylcarbo- and heterocycles. The analogous (4 + 2) cycloaddition led to the formation of 2,3-diaroylquinolines.

Keywords: phosphorus ylides; ylides synthesis; cycloaddition phosphorus; formal cycloaddition; cycloaddition; synthesis aromatic

Journal Title: Organic letters
Year Published: 2022

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