Salicylic Acid-Catalyzed Radical Arylations from In-situ Formed Arenediazonium Salts
Por favor, use este identificador para citar o enlazar este ítem:
http://hdl.handle.net/10045/112757
Título: | Salicylic Acid-Catalyzed Radical Arylations from In-situ Formed Arenediazonium Salts |
---|---|
Autor/es: | Felipe-Blanco, Diego |
Director de la investigación: | Gonzalez-Gomez, Jose C. |
Centro, Departamento o Servicio: | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica |
Palabras clave: | Aniline | Aryl | Radical | Aryl Radicals | Salicylic Acid | Radical Reactions | Sustainable Chemistry | Synthetic Methods | Aroamtic Amines | Hydrogen Transfer | Enol Acetates | α-arylketones | Diazonium Salts | Organophosphorous | Hydrocarbon | Aromatic Compounds |
Área/s de conocimiento: | Química Orgánica |
Fecha de creación: | 2020 |
Fecha de publicación: | 2020 |
Fecha de lectura: | 22-jul-2020 |
Editor: | Universidad de Alicante |
Resumen: | In this thesis, it has been studied the deamination of aromatic amines, through in situ formed diazonium salts as reaction intermediates, catalyzed by salicylic acid, a nontoxic, eco-friendly and economic catalyst. In the early part of the thesis (Chapter I) it has studied the deamination process using THF as solvent as hydrogen donor and anilines as radical source, to carry the hydrodeamination reaction, as well as the process in its deuterodeamination manner using deuterated solvent. Following with this study in Chapter II and Chapter III, it has been studied the addition of the aromatic radicals, generated with the methodology employed in the first chapter, to different types of double bond, to form α-arylketones (Chapter II) and γ-aryl lactones, throw a following intramolecular cyclization (Chapter III). Finally, in Chapter IV was studied the construction of arylphosphonates, starting from anilines as radical source, and triphenylphosphite, and in this case specially, mechanism was hard explored. In every work, the methodologies could be scaled-up above 1 g, reaction mechanisms were proposed and studied through control and mechanistical experiments, and follow reactions were carried out. |
URI: | http://hdl.handle.net/10045/112757 |
Idioma: | eng |
Tipo: | info:eu-repo/semantics/doctoralThesis |
Derechos: | Licencia Creative Commons Reconocimiento-NoComercial-SinObraDerivada 4.0 |
Aparece en las colecciones: | Tesis doctorales |
Archivos en este ítem:
Archivo | Descripción | Tamaño | Formato | |
---|---|---|---|---|
tesis_diego_felipe_blanco.pdf | 11,73 MB | Adobe PDF | Abrir Vista previa | |
Este ítem está licenciado bajo Licencia Creative Commons