On the chemistry of sulfur: Development of NOS bridge model systems and Stereoretentive 2,3-bis(trifluoromethyl)cyclopropanation of heteroarenes via sulfonium salts

Herrero Navarro, David

dc.contributor.advisor	Alcarazo, Manuel Prof. Dr.
dc.contributor.author	Herrero Navarro, David
dc.date.accessioned	2025-02-05T17:15:39Z
dc.date.available	2025-02-12T00:50:04Z
dc.date.issued	2025-02-05
dc.identifier.uri	http://resolver.sub.uni-goettingen.de/purl?ediss-11858/15795
dc.identifier.uri	http://dx.doi.org/10.53846/goediss-11062
dc.format.extent	253	de
dc.language.iso	eng	de
dc.rights.uri	http://creativecommons.org/licenses/by/4.0/
dc.subject.ddc	540	de
dc.title	On the chemistry of sulfur: Development of NOS bridge model systems and Stereoretentive 2,3-bis(trifluoromethyl)cyclopropanation of heteroarenes via sulfonium salts	de
dc.type	doctoralThesis	de
dc.contributor.referee	Alcarazo, Manuel Prof. Dr.
dc.date.examination	2024-12-10	de
dc.description.abstracteng	This thesis presents research conducted across two distinct projects in sulfur chemistry. The first project focused on the synthesis of model systems based on biphenyl, xanthene, and triazamacrocyclic scaffolds to investigate the highly relevant NOS bridge. This novel crosslink, identified in proteins in 2021 by our collaborators in the research group of Prof. Dr. Kai Tittmann, consists of a thiol and an amine linked via an oxygen atom. The second project led to the development of a novel sulfonium salt transfer reagent incorporating a 2,3-bis(trifluoromethyl)cyclopropane moiety. Alongside the synthesis of this reagent, alkylation reactions were explored using two distinct methodologies: photocatalytic conditions and cesium carbonate (Cs₂CO₃) as a base. This enabled the late-stage functionalisation of pharmaceutically relevant heterocycles such and quinoxalinones and imidazoles, granting access to the underexplored 2,3-bis(trifluoromethyl)cyclopropane moiety.	de
dc.contributor.coReferee	Tittmann, Kai Prof. Dr.
dc.contributor.thirdReferee	Mata, Ricardo A. Prof. Dr.
dc.contributor.thirdReferee	Meyer, Franc Prof. Dr.
dc.contributor.thirdReferee	Walker, Johannes C. L. Prof. Dr.
dc.contributor.thirdReferee	Frauendorf, Holm Dr.
dc.subject.eng	Sulfonium salts	de
dc.subject.eng	NOS bridge	de
dc.subject.eng	Cyclopropanation	de
dc.subject.eng	Trifluoromethyl group	de
dc.subject.eng	Late-stage functionalisation	de
dc.subject.eng	Photocatalysis	de
dc.subject.eng	Radical chemistry	de
dc.subject.eng	Thiol oxidation	de
dc.identifier.urn	urn:nbn:de:gbv:7-ediss-15795-2
dc.affiliation.institute	Fakultät für Chemie	de
dc.subject.gokfull	Chemie (PPN62138352X)	de
dc.description.embargoed	2025-02-12	de
dc.identifier.ppn	1916619908
dc.notes.confirmationsent	Confirmation sent 2025-02-05T19:45:02	de

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