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@PHDTHESIS{LiFang:860504,
      author       = {Li，Fang},
      othercontributors = {Königs, René Michael and Patureau, Frédéric William},
      title        = {{N}ew synthetic methodologies for the {C}-{C}/{C}-{X} bond
                      forming reactions},
      school       = {RWTH Aachen University},
      type         = {Dissertation},
      address      = {Aachen},
      publisher    = {RWTH Aachen University},
      reportid     = {RWTH-2022-11433},
      pages        = {1 Online-Ressource : Illustrationen, Diagramme},
      year         = {2022},
      note         = {Veröffentlicht auf dem Publikationsserver der RWTH Aachen
                      University 2023; Dissertation, RWTH Aachen University, 2022},
      abstract     = {This PhD thesis explored novel C-C or C-X (X = S, N, Se)
                      bond forming reactions using a variety of methods.
                      Simultaneously, this thesis has expanded and enriched the
                      carbene transfer reactions. Specifically, we investigated
                      photocatalytic gem-difluoroolefination reactions with
                      diazoacetates in the presence of the tertiary amines, which
                      provided various useful gem-difluoroolefins. In this
                      reaction, a tertiary amine played an important role, which
                      inhibited undesirable cyclopropanation pathways and further
                      supported the final abstraction of fluoride to produce
                      gem-difluoroolefins. In addition, ethyl diazoacetate forms a
                      triplet carbene intermediate via an energy transfer process
                      in the presence of a photocatalyst. Next, we investigated
                      various 1,3-difunctionalization reactions of
                      1-sulfonyl-1,2,3-triazoles with different substrates under
                      transition metal-catalyzed conditions. Firstly, we studied
                      the rhodium-catalyzed homologation reaction of alkyl aryl
                      sulfides with triazoles via an imino carbene intermediate.
                      In this reaction, cyclopropylmethyl sulfides were chosen as
                      the nucleophilic reaction partner. Secondly, we utilized
                      organoselenium compounds as nucleophilic reaction partners,
                      with which different novel carbene transfer reactions were
                      achieved. When allyl selenides reacted with triazoles in the
                      presence of Rh(II) catalysts, a special dihydropyrrole
                      product was obtained via a consecutive sigmatropic
                      rearrangement and selenium-mediated radical cyclization
                      processes. Thirdly, we expanded our strategy towards the
                      rhodium-catalyzed 1,3-difunctionalization of triazoles with
                      acyl selenides. A variety of -seleno enamides were obtained
                      with high stereoselectivity and yield. Furthermore, we
                      started our investigations on [2,3]-sigmatropic
                      rearrangement of ammonium ylides. Under photochemical
                      reaction conditions, aryldiazoacetates reacted with tertiary
                      amines to form different ,-disubstituted amino esters.
                      Various amines and diazoalkanes were tolerated in the
                      optimized conditions.},
      cin          = {155830 / 150000},
      ddc          = {540},
      cid          = {$I:(DE-82)155830_20160414$ / $I:(DE-82)150000_20140620$},
      typ          = {PUB:(DE-HGF)11},
      doi          = {10.18154/RWTH-2022-11433},
      url          = {https://publications.rwth-aachen.de/record/860504},
}