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Sustainable Strategies for Site-Selective C–H Functionalizations of N-Heterocycles

dc.contributor.advisorAckermann, Lutz Prof. Dr.
dc.contributor.authorZhu, Yingjun
dc.publisherNiedersächsische Staats- und Universitätsbibliothek Göttingende
dc.titleSustainable Strategies for Site-Selective C–H Functionalizations of N-Heterocyclesde
dc.contributor.refereeAckermann, Lutz Prof. Dr.
dc.description.abstractengThe development of sustainable strategies for the synthesis of highly functionalized N-containing heterocycles is of great importance for the preparation of pharmaceuticals, agrochemicals and functional materials. Thus, the focus of the present work was set on the construction of a variety of heterocyclic frameworks through palladium-catalyzed or metal-free direct C−H functionalizations. At first, the substrate scope for the direct C–H alkynylation of oxazoles with gem-dichloroalkenes was explored. Subsequeutly, diaryliodonium tosylates were used for metal-free C2-arylations of indoles bearing the acetamide functionality at the C3 position. Meanwhile, the challenging metal-free arylation-cyclization cascade reaction was elaborated by blocking the C2 position of indoles, delivering C3-aryl pyrroloindolones. Thereafter, The approach for the metal-free C−H arylations of indoles was further applied to peptides involving the indolylacetyl moiety as a tag at the N-terminus. Finally, The late-stage modification of tryptophan-containing peptides was accomplished through the palladium-catalyzed C–H
dc.contributor.coRefereeStalke, Dietmar Prof. Dr.
dc.subject.engdirect C−H functionalizationde
dc.subject.engalkynylation of oxazolesde
dc.subject.engarylation of indolesde
dc.subject.englate-stage arylation of tryptophan-containing peptidesde
dc.subject.engmetal-free synthesis of pyrroloindolonesde
dc.affiliation.instituteFakultät für Chemiede
dc.subject.gokfullChemie  (PPN62138352X)de

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