Gutenberg Open Science: Metal-free twofold electrochemical C−H amination of activated arenes : application to medicinally relevant precursor synthesis

Please use this identifier to cite or link to this item: http://doi.org/10.25358/openscience-6134

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DC Field	Value	Language
dc.contributor.author	Wesenberg, Lars J.	-
dc.contributor.author	Diehl, Erika	-
dc.contributor.author	Zähringer, Till J. B.	-
dc.contributor.author	Dörr, Carolin	-
dc.contributor.author	Schollmeyer, Dieter	-
dc.contributor.author	Shimizu, Akihiro	-
dc.contributor.author	Yoshida, Jun-ichi	-
dc.contributor.author	Hellmich, Ute A.	-
dc.contributor.author	Waldvogel, Siegfried R.	-
dc.date.accessioned	2021-06-29T08:52:14Z	-
dc.date.available	2021-06-29T08:52:14Z	-
dc.date.issued	2020	-
dc.identifier.uri	https://openscience.ub.uni-mainz.de/handle/20.500.12030/6143	-
dc.description.abstract	The efficient production of many medicinally or synthetically important starting materials suffers from wasteful or toxic precursors for the synthesis. In particular, the aromatic non-protected primary amine function represents a versatile synthetic precursor, but its synthesis typically requires toxic oxidizing agents and transition metal catalysts. The twofold electrochemical amination of activated benzene derivatives via Zincke intermediates provides an alternative sustainable strategy for the formation of new C−N bonds of high synthetic value. As a proof of concept, we use our approach to generate a benzoxazinone scaffold that gained attention as a starting structure against castrate-resistant prostate cancer. Further improvement of the structure led to significantly increased cancer cell line toxicity. Thus, exploiting environmentally benign electrooxidation, we present a new versatile and powerful method based on direct C−H activation that is applicable for example the production of medicinally relevant compounds.	en_GB
dc.language.iso	eng	de
dc.rights	CC BY-NC-ND	*
dc.rights.uri	https://creativecommons.org/licenses/by-nc-nd/4.0/	*
dc.subject.ddc	540 Chemie	de_DE
dc.subject.ddc	540 Chemistry and allied sciences	en_GB
dc.title	Metal-free twofold electrochemical C−H amination of activated arenes : application to medicinally relevant precursor synthesis	en_GB
dc.type	Zeitschriftenaufsatz	de
dc.identifier.doi	http://doi.org/10.25358/openscience-6134	-
jgu.type.dinitype	article	en_GB
jgu.type.version	Published version	de
jgu.type.resource	Text	de
jgu.organisation.department	FB 09 Chemie, Pharmazie u. Geowissensch.	de
jgu.organisation.number	7950	-
jgu.organisation.name	Johannes Gutenberg-Universität Mainz	-
jgu.rights.accessrights	openAccess	-
jgu.journal.title	Chemistry - a European journal	de
jgu.journal.volume	26	de
jgu.journal.issue	72	de
jgu.pages.start	17574	de
jgu.pages.end	17580	de
jgu.publisher.year	2020	-
jgu.publisher.name	Wiley-VCH	de
jgu.publisher.place	Weinheim	de
jgu.publisher.uri	https://doi.org/10.1002/chem.202003852	de
jgu.publisher.issn	15213765	de
jgu.organisation.place	Mainz	-
jgu.subject.ddccode	540	de
jgu.publisher.doi	10.1002/chem.202003852
jgu.organisation.ror	https://ror.org/023b0x485
Appears in collections:	JGU-Publikationen

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