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@PHDTHESIS{Hermann:748676,
      author       = {Hermann, Gary N.},
      othercontributors = {Bolm, Carsten and Enders, Dieter},
      title        = {{M}echanochemische {C}-{H}-{B}indungsfunktionalisierungen
                      unter lösungsmittelfreien {B}edingungen in {K}ugelmühlen},
      school       = {RWTH Aachen University},
      type         = {Dissertation},
      address      = {Aachen},
      reportid     = {RWTH-2018-229582},
      pages        = {1 Online-Ressource (167 Seiten) : Illustrationen},
      year         = {2018},
      note         = {Veröffentlicht auf dem Publikationsserver der RWTH Aachen
                      University; Dissertation, RWTH Aachen University, 2018},
      abstract     = {This thesis deals with the development of novel
                      mechanochemical-induced C-H functionalizations in ball
                      mills. All reactions were performed in the absence of
                      organic, mostly toxic solvents and without additional
                      heating. The first project investigates a mechanochemical
                      induced Rhodium catalyzed oxidative coupling of acetanilides
                      with alkynes, for the synthesis of indoles. In this process,
                      we have used an oxygen atmosphere as terminal oxidant in
                      combination with catalytic quantities of copper acetate. The
                      second project deals with a mechanochemical iridium
                      catalyzed C-H amidation of benzamides, using sulfonyl azides
                      as nitrogen sources. The corresponding amidated products
                      were obtained after short reaction times (99 min) and in
                      high yields. During these reactions, nitrogen is formed as
                      the only by product. In the third project, the scope of
                      mechanochemical C-H amidations was expanded to a process
                      that utilized dioxazolones as nitrogen sources. Here too,
                      only short milling times (99-198 min) were necessary to
                      generate the corresponding products in high yields. A
                      Highlight of this project was the broad applicability of
                      different directing groups as substrates. Besides benzamides
                      it was also possible to mechanochemically amidate a
                      ketoximines, benzo[h]quinoline, 2-phenylpyridine,
                      2-phenylpyrimidine, oxazoline, as well as the simple ketone,
                      isobutyrophenone. During these reactions the only formed
                      side product was carbon dioxide. In the last topic of this
                      thesis we have investigate mechanochemical induced C-H
                      alkynylations in a mixer mill, by using hypervalent EBX
                      reagents as alkyne sources. Here, we could realize both, a
                      rhodium catalyzed C2- and a gold catalyzed C3- (or C2-)
                      selective alkynylation process of indoles. Both procedures
                      are not only attractive because of their short reaction
                      times but also by their low catalysts loadings.},
      cin          = {152310 / 150000},
      ddc          = {540},
      cid          = {$I:(DE-82)152310_20140620$ / $I:(DE-82)150000_20140620$},
      typ          = {PUB:(DE-HGF)11},
      doi          = {10.18154/RWTH-2018-229582},
      url          = {https://publications.rwth-aachen.de/record/748676},
}