4-Aminoquinoline: a comprehensive review of synthetic strategies

4-Aminoquinoline is an important scaffold due to its variety of applications in medicinal, synthetic organic, and industrial chemistry. It has gained great relevance for the development of selective and potent leishmanicidal agents targeting parasite mitochondria, agonists and antagonists of Toll-li...

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Detalles Bibliográficos
Autores: Delgado Pelayo, Francisco Javier, Benítez, Andrés, Gotopo, Lourdes, Romero Cordero, Ángel Heriberto
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:Uruguay
Institución:Universidad de la República
Repositorio:COLIBRI
Idioma:inglés
OAI Identifier:oai:colibri.udelar.edu.uy:20.500.12008/54413
Acceso en línea:https://hdl.handle.net/20.500.12008/54413
Access Level:acceso abierto
Palabra clave:4-aminoquinoline
4,7-dichloroquinoline
SNAr
Annulation
Ulmann activation
Oxidative dehydrogenation
Descripción
Sumario:4-Aminoquinoline is an important scaffold due to its variety of applications in medicinal, synthetic organic, and industrial chemistry. It has gained great relevance for the development of selective and potent leishmanicidal agents targeting parasite mitochondria, agonists and antagonists of Toll-like receptors (TLRs), antimalarials, and anticancer agents. As a consequence of the importance of 4-aminoquinoline as leishmanicidal, the present mini-review article aims to give comprehensive information about the different synthetic alternatives for the synthesis of 4-aminoquinolines, including (i) reactions based on nucleophilic aromatic substitution via conventional heating, microwave, and ultrasound; (ii) one-pot metal-free or metal-catalyzed reactions of inter- and intramolecular cyclization/annulation; (iii) miscellaneous reactions including the dehydrogenative amination of dihydroquinolin-4(1H)one and amination via Hartwig–Buchwald cross-coupling or rearrangement reactions.