Síntese catalítica one-pot de acetanilidas bromadas e avaliação do potencial fungicida frente ao fungo Botrytis Cinerea

• Ano de defesa: 2023
• Autor(a) principal: Souza, Gustavo Rodrigues de
• Tipo de documento: Dissertação
• Tipo de acesso: Acesso aberto
• Idioma: por
• Instituição de defesa: Universidade Federal do Espírito Santo; BR; Mestrado em Agroquímica; Centro de Ciências Exatas, Naturais e da Saúde; UFES; Programa de Pós-Graduação em Agroquímica
• Palavras-chave em Português: Aminas aromáticas; Catálise; One-Pot; Halogenação; Amidação; subject.br-rjbn; Agronomia
• Link de acesso: http://repositorio.ufes.br/handle/10/16803

Catalysis is essential for the chemical industry, since about 90% of industrial chemicals go through catalytic systems in at least one of their production stages. The products synthesized through catalytic processes range from substances with a simple structure to substances with complex chemical structures. Among these various products, we can highlight the synthesis of pesticides, however, many of the agrochemicals already developed are obtained from several stages of synthesis, which makes the process more expensive and is not environmentally desirable, due to the amount of waste generated. and high energy expenditure. Therefore, developing more effective processes that have a reduced number of steps to reach the final product is challenging and very desirable. One of the most efficient ways to achieve these objectives is through the use of one-pot catalytic steps, which encompass all synthetic methodologies with two or more sequential transformations, whether catalytic or stoichiometric, as long as they are carried out in the same reactor and involve a single purification step. Aiming at this scenario, the present study carried out the synthesis of new molecules through oxybromination and amidation reactions via one-pot catalytic synthesis and evaluated the fungicidal potential of the synthesized products against the Botrytis cinerea fungus. The products ethyl-4-acetamide-3- bromobenzoate (P2), N-(4-bromophenyl)acetamide (P4) and N-(2-bromo-4- butylphenyl)acetamide (P6) were obtained with excellent conversions and selectivity and chemical structures were confirmed by GC-MS and 1H and 13C NMR analyses. Products P2, P4 and P6 did not show phytotoxic activity against lettuce seeds. Regarding fungicidal activity, products P2, P4 and P6 showed a promising potential in inhibiting mycelial growth in vitro against the fungus Botrytis cinerea.