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For selected recent reports on Cu-catalyzed amination of aryl halides, see: a
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For recent reports, see: (a) Leung, S. K.-Y.; Tui, W.-M.; Huang, J.-S.; Che, C.-M.; Liang, J.-L.; Zhu. N. J. Am. Chem. Soc 2005, 127. 16629-16640.
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For recent reports, see: (a) Espino, C. G.; Fiori, K. W.; Kim, M.; Du Bois, J. J. Am. Chem. Soc. 2004, 126, 15378-15379.
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For selected recent reports on Pd(II)-catalyzed C-H bond activation, see: (a) Desai, L. V.; Malik, H. A.; Sanford, M. S. Org. Lett. 2006, 8, 1141-1144.
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For selected recent reports on Pd(II)-catalyzed C-H bond activation, see: (a) Desai, L. V.; Malik, H. A.; Sanford, M. S. Org. Lett. 2006, 8, 1141-1144.
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For details, see Supporting Information
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For details, see Supporting Information.
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39
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34547165508
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3 gave a lower yield and conversion; see Supporting Information.
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3 gave a lower yield and conversion; see Supporting Information.
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40
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34547161350
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More concentrated conditions such as 0.1 M led to significant decreases in yields; see Supporting Information.
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(b) More concentrated conditions such as 0.1 M led to significant decreases in yields; see Supporting Information.
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41
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34547146431
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Buchwald proposed a similar reaction mechanism for the Pd(II)-catalyzed C-H activation process; see ref 5a
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Buchwald proposed a similar reaction mechanism for the Pd(II)-catalyzed C-H activation process; see ref 5a.
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42
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34547167030
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3 alone as an oxidant led to decreased conversions and yields. For details, see Supporting Information.
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3 alone as an oxidant led to decreased conversions and yields. For details, see Supporting Information.
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43
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34249056813
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Very recently, a similar Cu(II)/Ag(I) system was used for the reoxidation of Pd(0) to Pd(II) in C-H arylation of acetanilides; see: Yang, S.; Li, B.; Wan, X.; Shi, Z. J. Am. Chem. Soc. 2007, 129, 6066-6067.
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Very recently, a similar Cu(II)/Ag(I) system was used for the reoxidation of Pd(0) to Pd(II) in C-H arylation of acetanilides; see: Yang, S.; Li, B.; Wan, X.; Shi, Z. J. Am. Chem. Soc. 2007, 129, 6066-6067.
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