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Orientador(es)
Resumo(s)
An efficient and sustainable one-step procedure for the synthesis of new asymmetric phenazines and phenoxazinones from commercially available ortho-substituted diamines and ortho-substituted hydroxyamines is reported. In this study we have expanded the substrate scope of CotA-laccase-catalyzed aerobic oxidations through the use of aromatic amines presenting variable functional groups, including N-substitution, contributing to the rational synthesis of different heterocyclic scaffolds. The transformations proceed smoothly through a cascade of oxidative reactions to the benzoquinonediimine intermediates followed by nucleophilic addition, intramolecular cyclization and aromatization, all performed in mild conditions.
Descrição
Palavras-chave
Biocatalysis Homocoupling reactions Laccase Nitrogen heterocycles Oxidation
Contexto Educativo
Citação
SOUSA, Ana Catarina; [et al] – A sustainable synthesis of asymmetric phenazines and phenoxazinones mediated by CotA-Laccase. Advanced Shyntesis & Catalysis. ISSN 1615-4169. Vol. 360, N.º 3 (2018), pp. 575-583
Editora
Wiley