Síntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológico

Este documento presenta los resultados experimentales más relevantes de la investigación realizada en el Laboratorio de Síntesis Orgánica, Bio y Organocatálisis del Departamento de Química de la Universidad de los Andes bajo la dirección del Dr. Diego Alexander Gamba Sánchez como tesis doctoral, cuy...

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Autores:
Mahecha Mahecha, Camilo Andres
Tipo de recurso:
Doctoral thesis
Fecha de publicación:
2022
Institución:
Universidad de los Andes
Repositorio:
Séneca: repositorio Uniandes
Idioma:
spa
OAI Identifier:
oai:repositorio.uniandes.edu.co:1992/59375
Acceso en línea:
http://hdl.handle.net/1992/59375
Palabra clave:
2-alquilbenzofuranos
Antraceno
Moduladores de canales de potasio
Fenantreno
Reducción de sulfóxidos
Química
Rights
openAccess
License
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
id UNIANDES2_f4247ba3f0caeeff1322c981502abbba
oai_identifier_str oai:repositorio.uniandes.edu.co:1992/59375
network_acronym_str UNIANDES2
network_name_str Séneca: repositorio Uniandes
repository_id_str
dc.title.none.fl_str_mv Síntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológico
title Síntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológico
spellingShingle Síntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológico
2-alquilbenzofuranos
Antraceno
Moduladores de canales de potasio
Fenantreno
Reducción de sulfóxidos
Química
title_short Síntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológico
title_full Síntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológico
title_fullStr Síntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológico
title_full_unstemmed Síntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológico
title_sort Síntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológico
dc.creator.fl_str_mv Mahecha Mahecha, Camilo Andres
dc.contributor.advisor.none.fl_str_mv Gamba Sánchez, Diego Alexander
dc.contributor.author.none.fl_str_mv Mahecha Mahecha, Camilo Andres
dc.contributor.jury.none.fl_str_mv Portilla Salinas, Jaime Antonio
Abonía González, Rodrigo
Quiroga Daza, Diego Enrique
Ramírez Sánchez, David Mauricio
Pérez, Edwin G.
dc.contributor.researchgroup.es_CO.fl_str_mv Laboratorio de síntesis orgánica bio y organocatálisis
dc.subject.keyword.none.fl_str_mv 2-alquilbenzofuranos
Antraceno
Moduladores de canales de potasio
Fenantreno
Reducción de sulfóxidos
topic 2-alquilbenzofuranos
Antraceno
Moduladores de canales de potasio
Fenantreno
Reducción de sulfóxidos
Química
dc.subject.themes.es_CO.fl_str_mv Química
description Este documento presenta los resultados experimentales más relevantes de la investigación realizada en el Laboratorio de Síntesis Orgánica, Bio y Organocatálisis del Departamento de Química de la Universidad de los Andes bajo la dirección del Dr. Diego Alexander Gamba Sánchez como tesis doctoral, cuyo objetivo general fue la síntesis de derivados de tipo 2-bencilbenzofurano, y algunos derivados de naftaleno y fenantreno que se caracterizan por tener actividad frente a canales de potasio TASK-3, considerados como oncogenes presentes en diferentes tipos de células cancerígenas . El documento se ha dividido en 5 capítulos; el primero de ellos describe la importancia de los canales de potasio TASK-3, las consideraciones tenidas en cuenta para el diseño de las moléculas objetivo, y el planteamiento general de la estrategia sintética propuesta. En el segundo capítulo se presentan inicialmente las principales metodologías existentes para la síntesis de 2-alquilbenzofuranos, continuando con los resultados obtenidos tras la aplicación de la ruta de síntesis planteada para esta investigación, así como propuestas alternativas encaminadas hacia la obtención enantioselectiva de los productos en cuestión y sus respectivos resultados. El tercer capítulo aborda los resultados obtenidos en conjunto con el grupo del profesor Sebastien Thiabudeau de la Universidad de Poitiers. En este se planteó el desarrollo de una ruta sintética para la obtención de unos precursores sobre los cuales se evaluó una reacción de ciclación que dio lugar a la generación de derivados de naftaleno y fenantreno. En el cuarto capítulo se retoman los resultados parciales de la aplicación de la reacción de Pummerer como estrategia de ciclación para la obtención del núcleo benzofuránico; a partir de dichas observaciones se diseñó y desarrolló una metodología enfocada hacia la reducción de sulfóxidos con un amplio campo de acción. Finalmente, la última sección corresponde a la parte experimental del trabajo, incluyendo una descripción de los procedimientos empleados y la información correspondiente a la caracterización de los productos sintetizados.
publishDate 2022
dc.date.accessioned.none.fl_str_mv 2022-07-29T19:48:25Z
dc.date.available.none.fl_str_mv 2022-07-29T19:48:25Z
dc.date.issued.none.fl_str_mv 2022-07-22
dc.type.es_CO.fl_str_mv Trabajo de grado - Doctorado
dc.type.driver.none.fl_str_mv info:eu-repo/semantics/doctoralThesis
dc.type.version.none.fl_str_mv info:eu-repo/semantics/acceptedVersion
dc.type.coar.none.fl_str_mv http://purl.org/coar/resource_type/c_db06
dc.type.content.es_CO.fl_str_mv Text
dc.type.redcol.none.fl_str_mv https://purl.org/redcol/resource_type/TD
format http://purl.org/coar/resource_type/c_db06
status_str acceptedVersion
dc.identifier.uri.none.fl_str_mv http://hdl.handle.net/1992/59375
dc.identifier.instname.es_CO.fl_str_mv instname:Universidad de los Andes
dc.identifier.reponame.es_CO.fl_str_mv reponame:Repositorio Institucional Séneca
dc.identifier.repourl.es_CO.fl_str_mv repourl:https://repositorio.uniandes.edu.co/
url http://hdl.handle.net/1992/59375
identifier_str_mv instname:Universidad de los Andes
reponame:Repositorio Institucional Séneca
repourl:https://repositorio.uniandes.edu.co/
dc.language.iso.es_CO.fl_str_mv spa
language spa
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spelling Attribution-NonCommercial-NoDerivatives 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc-sa/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Gamba Sánchez, Diego Alexandervirtual::15102-1Mahecha Mahecha, Camilo Andres201531dd-87b2-41d6-8a0d-6b7752f7c129600Portilla Salinas, Jaime AntonioAbonía González, RodrigoQuiroga Daza, Diego EnriqueRamírez Sánchez, David MauricioPérez, Edwin G.Laboratorio de síntesis orgánica bio y organocatálisis2022-07-29T19:48:25Z2022-07-29T19:48:25Z2022-07-22http://hdl.handle.net/1992/59375instname:Universidad de los Andesreponame:Repositorio Institucional Sénecarepourl:https://repositorio.uniandes.edu.co/Este documento presenta los resultados experimentales más relevantes de la investigación realizada en el Laboratorio de Síntesis Orgánica, Bio y Organocatálisis del Departamento de Química de la Universidad de los Andes bajo la dirección del Dr. Diego Alexander Gamba Sánchez como tesis doctoral, cuyo objetivo general fue la síntesis de derivados de tipo 2-bencilbenzofurano, y algunos derivados de naftaleno y fenantreno que se caracterizan por tener actividad frente a canales de potasio TASK-3, considerados como oncogenes presentes en diferentes tipos de células cancerígenas . El documento se ha dividido en 5 capítulos; el primero de ellos describe la importancia de los canales de potasio TASK-3, las consideraciones tenidas en cuenta para el diseño de las moléculas objetivo, y el planteamiento general de la estrategia sintética propuesta. En el segundo capítulo se presentan inicialmente las principales metodologías existentes para la síntesis de 2-alquilbenzofuranos, continuando con los resultados obtenidos tras la aplicación de la ruta de síntesis planteada para esta investigación, así como propuestas alternativas encaminadas hacia la obtención enantioselectiva de los productos en cuestión y sus respectivos resultados. El tercer capítulo aborda los resultados obtenidos en conjunto con el grupo del profesor Sebastien Thiabudeau de la Universidad de Poitiers. En este se planteó el desarrollo de una ruta sintética para la obtención de unos precursores sobre los cuales se evaluó una reacción de ciclación que dio lugar a la generación de derivados de naftaleno y fenantreno. En el cuarto capítulo se retoman los resultados parciales de la aplicación de la reacción de Pummerer como estrategia de ciclación para la obtención del núcleo benzofuránico; a partir de dichas observaciones se diseñó y desarrolló una metodología enfocada hacia la reducción de sulfóxidos con un amplio campo de acción. Finalmente, la última sección corresponde a la parte experimental del trabajo, incluyendo una descripción de los procedimientos empleados y la información correspondiente a la caracterización de los productos sintetizados.Doctor en Ciencias - QuímicaDoctoradoSíntesis orgánica y desarrollo de metodologías276 páginasapplication/pdfspaUniversidad de los AndesDoctorado en Ciencias - QuímicaFacultad de CienciasDepartamento de QuímicaSíntesis y funcionalización de (hetero)árenos mediante reacciones catalizadas por paladio o reducción de sulfóxidos: un enfoque hacia la obtención de 2-alquilbenzofuranos y otras moléculas de interés biológicoTrabajo de grado - Doctoradoinfo:eu-repo/semantics/doctoralThesisinfo:eu-repo/semantics/acceptedVersionhttp://purl.org/coar/resource_type/c_db06Texthttps://purl.org/redcol/resource_type/TD2-alquilbenzofuranosAntracenoModuladores de canales de potasioFenantrenoReducción de sulfóxidosQuímica1. 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