The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential Applications

315 p.

Detalhes bibliográficos
Autor: Jiménez de Aberásturi González, Xabier
Formato: tesis doctoral
Fecha de publicación:2025
País:España
Recursos:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:dnet:addi________::c84496b5ba68a7726639bfdfc276e116
Acesso em linha:http://hdl.handle.net/10810/78637
Access Level:acceso abierto
Palavra-chave:compuestos heterocíclicos
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spelling The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential ApplicationsJiménez de Aberásturi González, Xabiercompuestos heterocíclicos315 p.In this PhD Thesis, a novel azo-Povarov reaction has been developed in order to construct the cinnoline scaffold in a simple, rapid and efficient manner, via cycloaddition reactions between aryldiazenes and different dienophiles. Initially, a Sc(OTf)3-promoted annulation involving cyclopentadiene and numerous aryldiazene carboxylates was reported, which afforded tetrahydrocinnoline derivatives at room temperature, diastereoselectively and with good chemical yields.Later, the use of a more strained cyclic olefin as trans-cyclooctene resulted in a microwave-induced metal-free process, providing octahydrocycloocta[c]cinnoline derivatives in a diastereoselective way and maintaining the high yields observed in the Sc(OTf)3-assisted version of the cyclization.Finally, cis,trans-cycloocta-1,5-diene demonstrated a higher reactivity, leading to the diastereoselective formation of hexahydrocycloocta[c]cinnoline derivatives at room temperature, after short reaction times and in the absence of any metal-complex, ensuring a full atom economy synthetic approach.De los Santos Ruiz, Jesús ManuelVicario Hernando, JavierPalacios Gambra, Francisco Javier2026202620252025info:eu-repo/semantics/doctoralThesisapplication/pdfhttp://hdl.handle.net/10810/78637reponame:Addi. Archivo Digital para la Docencia y la Investigacióninstname:Universidad del País VascoInglésinfo:eu-repo/semantics/openAccess(c) 2025 Xabier Jiménez de Aberásturi Gonzálezoai:dnet:addi________::c84496b5ba68a7726639bfdfc276e1162026-06-18T09:23:17Z
dc.title.none.fl_str_mv The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential Applications
title The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential Applications
spellingShingle The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential Applications
Jiménez de Aberásturi González, Xabier
compuestos heterocíclicos
title_short The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential Applications
title_full The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential Applications
title_fullStr The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential Applications
title_full_unstemmed The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential Applications
title_sort The Azo-Povarov Reaction for the Preparation of Cinnoline Derivatives: Design, Synthesis, and Potential Applications
dc.creator.none.fl_str_mv Jiménez de Aberásturi González, Xabier
author Jiménez de Aberásturi González, Xabier
author_facet Jiménez de Aberásturi González, Xabier
author_role author
dc.contributor.none.fl_str_mv De los Santos Ruiz, Jesús Manuel
Vicario Hernando, Javier
Palacios Gambra, Francisco Javier
dc.subject.none.fl_str_mv compuestos heterocíclicos
topic compuestos heterocíclicos
description 315 p.
publishDate 2025
dc.date.none.fl_str_mv 2025
2025
2026
2026
dc.type.none.fl_str_mv info:eu-repo/semantics/doctoralThesis
format doctoralThesis
dc.identifier.none.fl_str_mv http://hdl.handle.net/10810/78637
url http://hdl.handle.net/10810/78637
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
(c) 2025 Xabier Jiménez de Aberásturi González
eu_rights_str_mv openAccess
rights_invalid_str_mv (c) 2025 Xabier Jiménez de Aberásturi González
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:Addi. Archivo Digital para la Docencia y la Investigación
instname:Universidad del País Vasco
instname_str Universidad del País Vasco
reponame_str Addi. Archivo Digital para la Docencia y la Investigación
collection Addi. Archivo Digital para la Docencia y la Investigación
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.812429

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