Ring-Closure Mechanisms Mediated by Laccase to Synthesize Phenothiazines, Phenoxazines, and Phenazines

dc.bibliographicCitation.firstPage14324eng
dc.bibliographicCitation.issue24eng
dc.bibliographicCitation.journalTitleACS omegaeng
dc.bibliographicCitation.lastPage14339eng
dc.bibliographicCitation.volume5eng
dc.contributor.authorHahn, Veronika
dc.contributor.authorMikolasch, Annett
dc.contributor.authorWeitemeyer, Josephine
dc.contributor.authorPetters, Sebastian
dc.contributor.authorDavids, Timo
dc.contributor.authorLalk, Michael
dc.contributor.authorLackmann, Jan-Wilm
dc.contributor.authorSchauer, Frieder
dc.date.accessioned2022-08-18T05:06:41Z
dc.date.available2022-08-18T05:06:41Z
dc.date.issued2020
dc.description.abstractThe green and environmentally friendly synthesis of highly valuable organic substances is one possibility for the utilization of laccases (EC 1.10.3.2). As reactants for the herein described syntheses, different o-substituted arylamines or arylthiols and 2,5-dihydroxybenzoic acid and its derivatives were used. In this way, the formation of phenothiazines, phenoxazines, and phenazines was achieved in aqueous solution mediated by the laccase of Pycnoporus cinnabarinus in the presence of oxygen. Two types of phenothiazines (3-hydroxy- and 3-oxo-phenothiazines) formed in one reaction assay were described for the first time. The cyclization reactions yielded C–N, C–S, or C–O bonds. The syntheses were investigated with regard to the substitution pattern of the reaction partners. Differences in C–S and C–N bond formations without cyclization are discussed.eng
dc.description.versionpublishedVersioneng
dc.identifier.urihttps://oa.tib.eu/renate/handle/123456789/10066
dc.identifier.urihttp://dx.doi.org/10.34657/9104
dc.language.isoengeng
dc.publisherWashington, DC : ACS Publicationseng
dc.relation.doihttps://doi.org/10.1021/acsomega.0c00719
dc.relation.essn2470-1343
dc.rights.licenseACS AuthorChoiceeng
dc.rights.urihttps://pubs.acs.org/page/policy/authorchoice_termsofuse.htmleng
dc.subject.ddc540eng
dc.subject.ddc660eng
dc.subject.otherAddition reactionseng
dc.subject.otherChemical reactionseng
dc.subject.otherCyclizationeng
dc.subject.otherMixtureseng
dc.subject.otherPeptides and proteinseng
dc.titleRing-Closure Mechanisms Mediated by Laccase to Synthesize Phenothiazines, Phenoxazines, and Phenazineseng
dc.typeArticleeng
dc.typeTexteng
tib.accessRightsopenAccesseng
wgl.contributorINPeng
wgl.subjectChemieeng
wgl.typeZeitschriftenartikeleng
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