Publication Type Journal Article
Title A Sustainable Synthesis of Asymmetric Phenazines and Phenoxazinones Mediated by CotA-Laccase
Authors Ana Catarina Cardoso de Sousa M. Conceição Oliveira Ligia O. Martins M Paula Robalo
Groups BioMol
Journal ADVANCED SYNTHESIS \& CATALYSIS
Year 2018
Month February
Volume 360
Number 3
Pages 575-583
Abstract 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.
DOI http://dx.doi.org/10.1002/adsc.201701228
ISBN
Publisher
Book Title
ISSN 1615-4150
EISSN 1615-4169
Conference Name
Bibtex ID ISI:000424093900028
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