{"id":112558,"date":"2018-03-11T10:39:36","date_gmt":"2018-03-11T10:39:36","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/una-nueva-aproximacion-a-la-sa%c2%adntesis-de-heterociclos-pirrolofusionados-basada-en-la-reaccion-de-amidacion-de-alquinos-asistida-por-el-reactivo-de-yodo-hipervalente-pifa\/"},"modified":"2018-03-11T10:39:36","modified_gmt":"2018-03-11T10:39:36","slug":"una-nueva-aproximacion-a-la-sa%c2%adntesis-de-heterociclos-pirrolofusionados-basada-en-la-reaccion-de-amidacion-de-alquinos-asistida-por-el-reactivo-de-yodo-hipervalente-pifa","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica-organica\/una-nueva-aproximacion-a-la-sa%c2%adntesis-de-heterociclos-pirrolofusionados-basada-en-la-reaccion-de-amidacion-de-alquinos-asistida-por-el-reactivo-de-yodo-hipervalente-pifa\/","title":{"rendered":"Una nueva aproximaci\u00f3n a la s\u00edntesis de heterociclos pirrolofusionados basada en la reacci\u00f3n de amidaci\u00f3n de alquinos asistida por el reactivo de yodo hipervalente pifa"},"content":{"rendered":"<h2>Tesis doctoral de <strong> Leticia Mar\u00eda Pardo Gonzalez <\/strong><\/h2>\n<p>En la presente memoria se describe el trabajo de investigaci\u00f3n llevado a cabo en relaci\u00f3n al desarrollo de nuevas aplicaciones sint\u00e9ticas de la reacci\u00f3n de heterociclaci\u00f3n de alquinos funcionalizados mediante el empleo del reactivo de yodo hipervalente [bis(trifluoroacetoxi)yodo]benceno (pifa).En particular, se ha estudiado y aprovechado la eficacia de la reacci\u00f3n de amidaci\u00f3n intramolecular de alquinos mediada por pifa, previamente puesta a punto en nuestro grupo de investigaci\u00f3n, para la s\u00edntesis de sistemas pirrolidin\u00f3nicos como paso clave para el acceso a sistemas pirrolopirazin\u00f3nicos, pirrolodiazep\u00ednicos y pirrolobenzodiazep\u00ednicos.De modo an\u00e1logo, la aplicaci\u00f3n de esta metodolog\u00eda sobre alquinilamidas convenientemente sustituidas ha proporcionado un nuevo acceso a derivados indolizid\u00ednicos polihidroxilados a trav\u00e9s de una ruta sencilla y estereocontrolada.Finalmente, se desarroll\u00f3 un procedimiento one-pot r\u00e1pido, sencillo y eficiente para la s\u00edntesis de sales de diarilyodonio, incluidas aqu\u00e9llas impedidas est\u00e9ricamente.In this dissertation, our work on the search for new applications in organic synthesis for the heterocyclization of functionalizated alkynes through the use of hypervalent iodine [bis(trifluoroacetoxy)iodo]benzene (pifa) will be presented.In particular, we have studied and taken advantage of the efficiency of the pifa-mediated alkyne amidation reaction, previously optimized in our research group, for the synthesis of the pyrrolidinone skeleton as the key step in the preparation of a number of pyrrolopyrazinone, pyrrolodiazepinone and pyrrolobenzodiazepinone derivatives.In a similar way, the application of this strategy to properly substituted alkynylamides has allowed the access to a simple and stereocontrolled route to the synthesis of polyhydroxylated indolizidinone scaffolds.Finally, a fast, efficient and simple one-pot procedure for the synthesis of heteroaryl iodonium salts was developed, allowing the synthesis of diverse compounds, including those with sterically hindered moieties.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>Una nueva aproximaci\u00f3n a la s\u00edntesis de heterociclos pirrolofusionados basada en la reacci\u00f3n de amidaci\u00f3n de alquinos asistida por el reactivo de yodo hipervalente pifa<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 Una nueva aproximaci\u00f3n a la s\u00edntesis de heterociclos pirrolofusionados basada en la reacci\u00f3n de amidaci\u00f3n de alquinos asistida por el reactivo de yodo hipervalente pifa <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Leticia Mar\u00eda Pardo Gonzalez <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Pa\u00eds vasco\/euskal herriko unibertsitatea<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 23\/03\/2012<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n<h3>Direcci\u00f3n y tribunal<\/h3>\n<ul>\n<li><strong>Director de la tesis<\/strong>\n<ul>\n<li>Imanol Tellitu Cortazar<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: Elena de la Cuesta el\u00f3segui <\/li>\n<li>passarella Daniele &#8212; (vocal)<\/li>\n<li>enrique Aguilar huergo (vocal)<\/li>\n<li>nuria Sotomayor anduiza (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Leticia Mar\u00eda Pardo Gonzalez En la presente memoria se describe el trabajo de investigaci\u00f3n llevado a cabo [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"site-sidebar-layout":"default","site-content-layout":"","ast-site-content-layout":"","site-content-style":"default","site-sidebar-style":"default","ast-global-header-display":"","ast-banner-title-visibility":"","ast-main-header-display":"","ast-hfb-above-header-display":"","ast-hfb-below-header-display":"","ast-hfb-mobile-header-display":"","site-post-title":"","ast-breadcrumbs-content":"","ast-featured-img":"","footer-sml-layout":"","theme-transparent-header-meta":"","adv-header-id-meta":"","stick-header-meta":"","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","astra-migrate-meta-layouts":"default","ast-page-background-enabled":"default","ast-page-background-meta":{"desktop":{"background-color":"var(--ast-global-color-4)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""},"tablet":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""},"mobile":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""}},"ast-content-background-meta":{"desktop":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""},"tablet":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""},"mobile":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""}},"footnotes":""},"categories":[2510,1412,12909,416],"tags":[221483,145852,28506,223881,145676,223882],"class_list":["post-112558","post","type-post","status-publish","format-standard","hentry","category-alcaloides","category-compuestos-heterociclicos","category-pais-vasco-euskal-herriko-unibertsitatea","category-quimica-organica","tag-elena-de-la-cuesta-elosegui","tag-enrique-aguilar-huergo","tag-imanol-tellitu-cortazar","tag-leticia-maria-pardo-gonzalez","tag-nuria-sotomayor-anduiza","tag-passarella-daniele"],"_links":{"self":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/posts\/112558","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/comments?post=112558"}],"version-history":[{"count":0,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/posts\/112558\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/media?parent=112558"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/categories?post=112558"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/tags?post=112558"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}