Gutenberg Open Science: Dehydrogenative electrochemical synthesis of N-aryl-3,4-dihydroquinolin-2-ones by iodine(III)-mediated coupling reaction

Please use this identifier to cite or link to this item: http://doi.org/10.25358/openscience-9756

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DC Field	Value	Language
dc.contributor.author	Bieneck, Jessica C.	-
dc.contributor.author	Mashtakov, Boris	-
dc.contributor.author	Schollmeyer, Dieter	-
dc.contributor.author	Waldvogel, Siegfried R.	-
dc.date.accessioned	2023-12-15T09:26:57Z	-
dc.date.available	2023-12-15T09:26:57Z	-
dc.date.issued	2023	-
dc.identifier.uri	https://openscience.ub.uni-mainz.de/handle/20.500.12030/9774	-
dc.description.abstract	Electrochemically generated hypervalent iodine(III) species are powerful reagents for oxidative C-N coupling reactions, providing access to valuable N-heterocycles. A new electrocatalytic hypervalent iodine(III)-mediated in-cell synthesis of 1H-N-aryl-3,4-dihydroquinolin-2-ones by dehydrogenative C-N bond formation is presented. Catalytic amounts of the redox mediator, a low supporting electrolyte concentration and recycling of the solvent used make this method a sustainable alternative to electrochemical ex-cell or conventional approaches. Furthermore, inexpensive, readily available electrode materials and a simple galvanostatic set-up are applied. The broad functional group tolerance could be demonstrated by synthesizing 23 examples in yields up to 96%, with one reaction being performed on a 10-fold higher scale. Based on the obtained results a sound reaction mechanism could be proposed.	en_GB
dc.language.iso	eng	de
dc.rights	CC BY	*
dc.rights.uri	https://creativecommons.org/licenses/by/4.0/	*
dc.subject.ddc	540 Chemie	de_DE
dc.subject.ddc	540 Chemistry and allied sciences	en_GB
dc.title	Dehydrogenative electrochemical synthesis of N-aryl-3,4-dihydroquinolin-2-ones by iodine(III)-mediated coupling reaction	en_GB
dc.type	Zeitschriftenaufsatz	de
dc.identifier.doi	http://doi.org/10.25358/openscience-9756	-
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	Annalen der Physik	de
jgu.journal.volume	Version of Record (VoR)	de
jgu.pages.alternative	e202303388	de
jgu.publisher.year	2023	-
jgu.publisher.name	Wiley-VCH	de
jgu.publisher.place	Berlin	de
jgu.publisher.issn	1521-3889	de
jgu.organisation.place	Mainz	-
jgu.subject.ddccode	540	de
jgu.publisher.doi	10.1002/chem.202303388	de
jgu.organisation.ror	https://ror.org/023b0x485	-
Appears in collections:	DFG-491381577-H

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