Palladium- and copper-mediated N-aryl bond formation reactions for the synthesis of biological active compounds

Carolin Fischer and Burkhard Koenig
Beilstein J. Org. Chem. 2011, 7, 59–74. https://doi.org/10.3762/bjoc.7.10

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Palladium- and copper-mediated N-aryl bond formation reactions for the synthesis of biological active compounds
Carolin Fischer and Burkhard Koenig
Beilstein J. Org. Chem. 2011, 7, 59–74. https://doi.org/10.3762/bjoc.7.10

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Fischer, C.; Koenig, B. Beilstein J. Org. Chem. 2011, 7, 59–74. doi:10.3762/bjoc.7.10

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  • BÄRFACKER LARS; HEINRICH TOBIAS; SIEMEISTER GERHARD. Amino-substituted isoxazoles. EP 2977377 A1, Jan 27, 2016.
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