Visible-light-driven carboxylic amine protocol (clap) for the synthesis of 2-substituted piperazines under batch and flow conditions - Université de Lille Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2020

Visible-light-driven carboxylic amine protocol (clap) for the synthesis of 2-substituted piperazines under batch and flow conditions

Résumé

Piperazines are privileged scaffolds in medicinal chemistry. Disclosed herein is a visible-light-promoted decarboxylative annulation protocol between a glycine-based diamine and various aldehydes to access 2-aryl, 2-heteroaryl, as well as 2-alkyl piperazines. The iridium-based complex [Ir(ppy)2(dtbpy)]PF6 and carbazolyl dicyanobenzene 4CzIPN were found to be the photocatalysts of choice to efficiently perform the transformation under mild conditions, whether in batch or in continuous mode.

Domaines

Catalyse
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Dates et versions

hal-04312599 , version 1 (28-11-2023)

Identifiants

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Robin Gueret, Lydie Pelinski, Till Bousquet, Mathieu Sauthier, Vincent Ferey, et al.. Visible-light-driven carboxylic amine protocol (clap) for the synthesis of 2-substituted piperazines under batch and flow conditions. Organic Letters, 2020, Organic Letters, 22 (13), pp.5157-5162. ⟨10.1021/acs.orglett.0c01759⟩. ⟨hal-04312599⟩
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