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Palladium-Catalyzed Amination and Amidation of Benzo-Fused Bromine-Containing Heterocycles

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Abstract

Amination and amidation of bromoindole, 6-bromo-1,2,3,4-tetrahydrocarbazol-1-one, and 8-bromo-2,4,5,6-tetrahydro-1H-pyrazino[3,2,1-jk]carbazole derivatives was effected in the presence of palladium complexes. The use of the catalytic system Pd2dba3⋅CHCl3-2-[di(tert-butyl)phosphino]biphenyl in the amination and of Pd2dba3⋅CHCl3-Xantphos [or 3,5-(CF3)2Xantphos] in the amidation ensured moderate to high yields of the corresponding products.

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Authors and Affiliations

  1. Faculty of Chemistry, Lomonosov Moscow State University, Vorob’evy gory 1, Moscow, 119992, Russia

    A. G. Sergeev, G. A. Artamkina & I. P. Beletskaya

  2. Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, Moscow, Russia

    V. S. Velezheva & I. N. Fedorova

Authors
  1. A. G. Sergeev
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  2. G. A. Artamkina
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  3. V. S. Velezheva
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  4. I. N. Fedorova
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  5. I. P. Beletskaya
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__________

Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 6, 2005, pp. 881–894.

Original Russian Text Copyright © 2005 by Sergeev, Artamkina, Velezheva, Fedorova, Beletskaya.

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Sergeev, A.G., Artamkina, G.A., Velezheva, V.S. et al. Palladium-Catalyzed Amination and Amidation of Benzo-Fused Bromine-Containing Heterocycles. Russ J Org Chem 41, 860–874 (2005). https://doi.org/10.1007/s11178-005-0257-0

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  • DOI: https://doi.org/10.1007/s11178-005-0257-0

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