1H NMR (500 MHz, CDCl3): δ = 8.36 (d, 2H, Ar-H, J =
9 Hz), 7.95 (d, 2H, Ar-H, J = 9 Hz) ppm.
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13C NMR (125 MHz, CDCl3): 116, 118, 124, 133, 150 ppm.
4-Cyano-anisole (Table 4, S33, Table 5, S37). Solid, m.p. =
60 °C.
1H NMR (500 MHz, CDCl3): δ = 7.59 (d, 2H, Ar-H, J =
9 Hz), 6.69 (d, 2H, Ar-H, J = 9 Hz), 3.77 (s, 3H, -OCH3) ppm.
13C NMR (125 MHz, CDCl3): δ = 159, 138, 134, 116, 114,
82, 56 ppm.
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2001, 2231; (b) I. Gordillo, E. D. Jesus and C. L. Mardomingo, Org.
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Synlett, 2011, 1081.
4-Amino-benzonitrile (Table 4, S34). Pale yellow solid, m.p. =
84 °C.
1H NMR (500 MHz, CDCl3): δ = 7.41 (d, 2H, Ar-H, J =
8.5 Hz), 6.65 (d, 2H, Ar-H, J = 9 Hz), 4.16 (s, 2H, NH) ppm.
13C NMR (125 MHz, CDCl3): δ = 150.5, 133.9, 120, 114,
100.38 ppm.
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4-Cyano acetophenone (Table 5, S38). 1H NMR (500 MHz,
CDCl3): δ = 7.78 (d, 2H, ArH, J = 8.5 Hz), 8.07 (d, 2H, ArH,
J = 8 Hz), 2.67 (–CH3, 3H) ppm.
13C NMR (125 MHz, CDCl3): δ = 196, 140, 132, 129, 128,
127, 116.9, 116.5, 26.8 ppm.
5-Cyano indole (Table 5, S40). 1H NMR (500MHz, CDCl3):
δ = 6.5 (m, 1H, ArH), 7.77 (s, 1H, ArH), 7.27 (d, ArH, 2H,
J = 7Hz), 7.21 (m, 1H, ArH), 8.22 (s, 1H, NH) ppm.
13C NMR (125 MHz, CDCl3): δ = 134, 129, 125, 124.9,
123.3, 114, 112, 102, 91.6 ppm.
Acknowledgements
12 (a) K. Sonogashira, J. Organomet. Chem., 2002, 653, 46;
(b) B. H. Lipshutz, D. W. Chung and B. Rich, Org. Lett., 2008, 10, 3793;
(c) D. A. Fulmer, W. C. Shearouse, S. T. Medonza and J. Mack, Green
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P. Espinet and A. M. Echavarren, Org. Lett., 2010, 12, 3006;
(e) I. Blaszczyk, A. Gniewek and A. M. Trzeciak, J. Organomet. Chem.,
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13 (a) For a review of alkyne coupling, see: P. Siemsen, R. C. Livingston
and F. Diederich, Angew. Chem., Int. Ed., 2000, 39, 2632(b) E. Negishi
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AM and JM thank Council for Scientific and Industrial Research
(CSIR), New Delhi for their respective senior research fellow-
ships. AB thanks DST for providing instrumental facilities
through Nanomission Initiative project.
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