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http://hdl.handle.net/1843/SFSA-B3FQHZ
Type: | Tese de Doutorado |
Title: | Overcoming quinone deactivation: rhodium catalysed C-H activation as a new gateway for potent trypanocidal prototypes |
Authors: | Guilherme Augusto de Melo Jardim |
First Advisor: | Eufranio Nunes da Silva Junior |
First Referee: | Helio Gauze Bonacorso |
Second Referee: | Jose Augusto Ferreira Perez Villar |
Third Referee: | Jose Dias de Souza Filho |
metadata.dc.contributor.referee4: | Adao Aparecido Sabino |
Abstract: | |
Abstract: | The following manuscript encompasses all efforts in the development of a methodology that aims for the direct functionalization of the benzenoid and dicarbonyl ring of 1,4-naphthoquinones, referred to as A-ring and B-ring, respectively, via rhodium catalysed C-H activation-functionalization, and all other reactions that have been discovered during the research process. In a first approach, optimization studies were carried out to define the best reactional conditions for C5 and C2-halogenation, followed by the appliance of the optimized methodology in different naphthoquinoidal substrates. In a second part, the recently discovered C-2 halogenation/phenyl selenylation protocol was explored and the new methodology applied to a wild range of 1,4-benzoquinones. The C5-halogenation process opened way for new modifications in the A-ring, such as palladium cross-coupling and copper-catalysed organoyl-thiolation reactions. Finally, all new compounds were evaluated against Trypanosoma cruzi trypomastigote forms, with the majority of them presenting remarkable bioactivity. |
Subject: | Quinona Chagas, Doença de Química orgânica Catalisadores de metais de transição |
language: | Português |
Publisher: | Universidade Federal de Minas Gerais |
Publisher Initials: | UFMG |
Rights: | Acesso Aberto |
URI: | http://hdl.handle.net/1843/SFSA-B3FQHZ |
Issue Date: | 20-Jul-2018 |
Appears in Collections: | Teses de Doutorado |
Files in This Item:
File | Description | Size | Format | |
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tese_de_doutorado_guilherme_jardim.pdf | 28.09 MB | Adobe PDF | View/Open |
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