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For recent reviews on Cu-catalyzed C-N bond-forming reactions: (a) Beletskaya, I. P.; Cheprakov, A. V. Coord. Chem. Rev. 2004, 248, 2337.
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33744799129
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A related Pd-catalyzed protocol for the synthesis of indoles has been recently described: Willis, M. C.; Brace, G. N.; Findlay, T. J. K.; Holmes, I. P. Adv. Synth. Catal. 2006, 348, 851.
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A related Pd-catalyzed protocol for the synthesis of indoles has been recently described: Willis, M. C.; Brace, G. N.; Findlay, T. J. K.; Holmes, I. P. Adv. Synth. Catal. 2006, 348, 851.
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A double N-arylation of amines has been reported: Nozaki, K.; Takahashi, K.; Nakano, K.; Hiyama, T.; Tang, H.-Z.; Fujiki, M.; Yamaguchi, S.; Tamao, K. Angew. Chem., Int. Ed. 2003, 42, 2051.
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A double N-arylation of amines has been reported: Nozaki, K.; Takahashi, K.; Nakano, K.; Hiyama, T.; Tang, H.-Z.; Fujiki, M.; Yamaguchi, S.; Tamao, K. Angew. Chem., Int. Ed. 2003, 42, 2051.
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During the preparation of this manuscript, a related procedure for the synthesis of N-acylpyrroles was published: Yuan, X.; Xu, X.; Zhou, X.; Yuan, J.; Mai, L.; Li, Y. J. Org. Chem. 2007, 72, 1510.
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For experimental details, see the Supporting Information
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For experimental details, see the Supporting Information.
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4 antagonists: Venable, J. D.; Cai, H.; Chai, W.; Dvorak, C. A.; Grice, C. A.; Jablonowski, J. A.; Shah, C. R.; Kwok, A. K.; Ly, K. S.; Pio, B.; Wei, J.; Desai, P. J.; Jiang, W.; Nguyen, S.; Ling, P.; Wilson, S. J.; Dunford, P. J.; Thurmond, R. L.; Lovenberg, T. W.; Karlsson, L.; Carruthers, N. I.; Edwards, J. P. J. Med. Chem. 2005, 48, 8289.
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4 antagonists: Venable, J. D.; Cai, H.; Chai, W.; Dvorak, C. A.; Grice, C. A.; Jablonowski, J. A.; Shah, C. R.; Kwok, A. K.; Ly, K. S.; Pio, B.; Wei, J.; Desai, P. J.; Jiang, W.; Nguyen, S.; Ling, P.; Wilson, S. J.; Dunford, P. J.; Thurmond, R. L.; Lovenberg, T. W.; Karlsson, L.; Carruthers, N. I.; Edwards, J. P. J. Med. Chem. 2005, 48, 8289.
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44
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37049110959
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For selected classical methods for the synthesis of heteroarylpyrroles, see: a
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For selected synthesis of thienopyrroles or benzothienylpyrroles, see: a
-
For selected synthesis of thienopyrroles or benzothienylpyrroles, see: (a) Abreu, A.; Silva, N, O.; Ferreira, P. M. T.; Queiroz, M.-J. R. P.; Venanzi, M. Eur. J. Org. Chem. 2003, 4792.
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0347411032
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A similar isomerization has been reported in the preparation of enamides from vinyl triflates: Wallace, D. J.; Klauber, D. J.; Chen, C.-y.; Volante, R. P. Org. Utt. 2003, 5, 4749.
-
A similar isomerization has been reported in the preparation of enamides from vinyl triflates: Wallace, D. J.; Klauber, D. J.; Chen, C.-y.; Volante, R. P. Org. Utt. 2003, 5, 4749.
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54
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34548177749
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Starting materials were prepared from commercially available aldehydes in a one-pot procedure: Matsumoto, M.; Kuroda, K. Tetrahedron Utt. 1980, 27, 4021.
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Starting materials were prepared from commercially available aldehydes in a one-pot procedure: Matsumoto, M.; Kuroda, K. Tetrahedron Utt. 1980, 27, 4021.
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55
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34548182277
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After 30 min of reaction time, 20% conversion of la, 16% yield 2a. (b) After 2 h of reaction time, 44% conversion of la, 35% yield 2a.
-
(a) After 30 min of reaction time, 20% conversion of la, 16% yield 2a. (b) After 2 h of reaction time, 44% conversion of la, 35% yield 2a.
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