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Article Dans Une Revue European Journal of Organic Chemistry Année : 2021

Recent Advances in Direct C‐H Radical Alkylation of 1,4‐Quinones

Résumé

1,4-Quinones display unique redox and biological properties and have multiple applications in a wide array of fields, including health. Synthesis of diversely-substituted quinone-based compounds remains difficult and usually consists of multiple step sequences. Interest in direct C-H radical alkylation of 1,4-quinones has thus continuously grown over this last decade. These reactions involve addition of carbon-centered radicals generated from radical precursors through decarboxylative alkylation, hydrogen-atom abstraction, or by carbon-halogen bond reduction. Recent progresses in radical chemistry, including photoredox catalysis, have provided useful tools for quinone functionalization. This review describes the recent progress with these methodologies, including the new promising three-component cascade reactions involving quinones and alkenes, allowing the preparation of complex substituted 1,4-quinones in a single step.

Domaines

Chimie organique
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Dates et versions

hal-03249134 , version 1 (07-10-2021)

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Maxime Donzel, Deniz Karabiyikli, Leandro Cotos Munoz, Mourad Elhabiri, Elisabeth Davioud-Charvet. Recent Advances in Direct C‐H Radical Alkylation of 1,4‐Quinones. European Journal of Organic Chemistry, 2021, 2021 (25), pp.3622-3633. ⟨10.1002/ejoc.202100452⟩. ⟨hal-03249134⟩
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