Towards radical mediated indole cross-coupling

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Title: Towards radical mediated indole cross-coupling
Author: Husiev, Yurii
Contributor: University of Helsinki, Faculty of Science
Publisher: Helsingin yliopisto
Date: 2019
Language: eng
Thesis level: master's thesis
Degree program: Kemian ja molekyylitieteiden maisteriohjelma
Master's Programme in Chemistry and Molecular Sciences
Magisterprogrammet i kemi och molekylära vetenskaper
Specialisation: ei opintosuuntaa
no specialization
ingen studieinriktning
Discipline: none
Abstract: The aim of the research was to explore the new possibilities of indoles activation via photoredox catalysis. The interest in general was focused on synthesis of related biaryls through C(sp2)-C(sp2) radical mediated cross-coupling reactions. Conducted literature overview revealed that photochemical methods are undergoing rapid development, being highly promising tools in a way to our goals. As a result, it was discovered that 3-bromoindoles may interact with acridinium and iridium based photocatalysts, producing free radicals that can be coupled with aryl of interest. The further method development helped to optimize the reaction condition to achieve good to excellent biaryls yield. In addition, new ground-up synthetic routes toward several indoles, their derivatives and one of Fukuzumi catalyst were disclosed and supplemented by spectral data. The obtained results might also be useful for developing more complicated dual catalysis systems.
Subject: ptotoredox catalysis

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