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Journal Articles European Journal of Organic Chemistry Year : 2022

The Perkin Strategy for the Synthesis of Large Carboxy-Substituted Polycyclic Aromatic Compounds

Abstract

An efficient and versatile synthetic approach has been developed for the synthesis of large carboxy-substituted polycyclic arenes. This strategy relies on Perkin reactions between arylacetic and arylglyoxylic acids for the formation of flexible precursors. A subsequent rigidification step, by catalyst-or light-induced intramolecular cyclization reactions, then yealds fully condensed polycyclic aromatic compounds. Protection and deprotection techniques have been developed to allow the controlled assembly of a large number of building blocks. This method can now be applied to the formation of planar or non-planar, linear or macrocyclic species of various sizes.
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Dates and versions

hal-03845635 , version 1 (10-11-2022)

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Ludmilla Sturm, Frédéric Aribot, Luc Soliman, Harald Bock, Fabien Durola. The Perkin Strategy for the Synthesis of Large Carboxy-Substituted Polycyclic Aromatic Compounds. European Journal of Organic Chemistry, 2022, 2022 (29), pp.e202200196. ⟨10.1002/ejoc.202200196⟩. ⟨hal-03845635⟩

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