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Advisor(s)
Abstract(s)
An efficient and environmentally benign biocatalytic strategy for the synthesis of substituted 4-arylamino-1,2-naphthoquinones was developed, through a cross-coupling reaction in which the 1,2-naphthoquinone nucleus, formed in the biocatalytic process mediated by CotA-laccase from Bacillus subtilis, is the key synthetic intermediate. Electrochemical data and kinetic parameters were determined revealing a significant higher specificity of CotA-laccase for 4-amino-3-hydroxynaphthalene-1-sulfonic acid (AHNSA). This ability of CotA-laccase to discriminate between oxidisable aromatic amines allows the set-up of one-pot reactions in the presence of the enzyme, between AHNSA and a set of appropriate aromatic amines under mild reaction conditions.
Description
Keywords
CotA-laccase 4-arylamino-1 2-naphthoquinones Biocatalysis Green synthesis
Citation
SOUSA, Ana Catarina; [et al] – Synthesis of Substituted 4-Arylamine-1,2-naphthoquinones in One-Pot Reactions Using CotA-Laccase as Biocatalyst. Advanced Synthesis and Catalysis. ISSN 1615-4169. Vol. 362, N.º 16 (2020), pp. 3380-3387
Publisher
Wiley-VCH Verlag