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 |
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Publisher |
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Book Title |
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ISSN |
1615-4150 |
EISSN |
1615-4169 |
Conference Name |
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Bibtex ID |
ISI:000424093900028 |
Observations |
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