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Design and efficient synthesis of amino acid derived 2-substituted imidazoles by palladium-catalyzed cross-coupling reactions
Authors: Bureš Filip | Marek Aleš | Kulhánek Jiří
Year: 2009
Type of publication: ostatní - přednáška nebo poster
Name of source: 42nd IUPAC Congress
Publisher name: Royal Society of Chemistry
Place: Cambridge
Page from-to: nestránkováno
Titles:
Language Name Abstract Keywords
cze Design and efficient synthesis of amino acid derived 2-substituted imidazoles by palladium-catalyzed cross-coupling reactions Optically active imidazole derivatives substituted at the 2-position can be prepared in moderate to good yields by Negishi as well as Suzuki-Miyaura cross-couplings as the key synthetic steps. The reaction sequence involves N-protection, whereby both generated regioisomers could by separated by CC, and selective 2-lithiation. Subsequent transmetalation to zinc or an iodine quench affords reactants for Pd-catalyzed cross-couplings with (hetero)aromatics. imidazole, Suzuki-Miyaura reaction, Negishi reaction
eng Design and efficient synthesis of amino acid derived 2-substituted imidazoles by palladium-catalyzed cross-coupling reactions Optically active imidazole derivatives substituted at the 2-position can be prepared in moderate to good yields by Negishi as well as Suzuki-Miyaura cross-couplings as the key synthetic steps. The reaction sequence involves N-protection, whereby both generated regioisomers could by separated by CC, and selective 2-lithiation. Subsequent transmetalation to zinc or an iodine quench affords reactants for Pd-catalyzed cross-couplings with (hetero)aromatics. imidazole, Suzuki-Miyaura reaction, Negishi reaction