Tabatabaeian et al.
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1
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doi:10.1002/jhet.5570210523.
(5) Garrido, F.; Ibanez, J.; Gonalons, E.; Giraldez, A. Eur. J.
3222, 3357. H NMR (500 MHz, CDCl3, 25 8C) d: 2.01 (1H,
br), 2.08 (3H, s), 6.90 (1H, d, J = 7.8 Hz), 7.16 (1H, t, J =
7.1 Hz), 7.21 (1H, t, J = 7.0 Hz), 7.29–7.34 (3H, m), 7.44
(1H, d, J = 7.4 Hz), 7.58 (1H, d, J = 7.8 Hz), 8.30 (1H, s),
8.75 (1H, s) ppm. 13C NMR (125 MHz, CDCl3, 25 8C) d:
9.59, 97.47, 110.74, 111.17, 111.38, 119.12, 119.93, 122.81,
123.69, 126.55, 129.62, 129.77, 130.24, 131.28, 135.37,
140.91, 178.08 ppm. Anal. calcd. for C17H14N2O2: C, 73.37;
H, 5.07; N, 10.07. Found: C, 73.43; H, 5.10; N, 10.09.
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shidi, A. Can. J. Chem. 2006, 84 (11), 1541–1545. doi:10.
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shidi, A. J. Mol. Catal. A 2007, 270 (1-2), 112–116. doi:10.
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shidi, A. Tetrahedron Lett. 2008, 49 (9), 1450–1454. doi:10.
1016/j.tetlet.2008.01.001.
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shidi, A. Catal. Commun. 2008, 9 (3), 416–420. doi:10.1016/
j.catcom.2007.07.024.
(15) Murahashi, S.-I. In Ruthenium in organic synthesis; Wiley-
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chemistry; Springer, 2004.
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synthesis; Springer, 1999.
3,3-Di(5-cyano-1H-indole-3-yl)indolin-2-one, 5b
White solid, mp 273–275 8C. IR (KBr) n (cm–1): 752,
810, 1101, 1228, 1346, 1469, 1618, 1670, 1706, 2223,
1
3259, 3338. H NMR (500 MHz, CDCl3, 25 8C) d: 6.87
(1H, t, J = 7.0 Hz), 6.91–6.95 (3H, m), 7.10–7.18 (4H, m),
7.31 (2H, d, J = 8.3 Hz), 7.62 (2H, s), 9.98 (1H, s), 10.64
(2H, s) ppm. 13C NMR (125 MHz, CDCl3, 25 8C) d: 52.93,
102.03, 110.85, 113.14, 115.98, 121.45, 122.59, 124.62,
125.32, 125.99, 126.98, 128.81, 133.79, 139.47, 141.39,
179.39 ppm. Anal. calcd. for C26H15N5O: C, 75.53; H, 3.66;
N, 16.94. Found: C, 75.55; H, 3.65; N, 16.94.
3,3-Di(5-bromo-1H-indole-3-yl)indolin-2-one, 6b
White solid, mp 264–266 8C. IR (KBr) n (cm–1): 651, 675,
750, 798, 885, 1101, 1463, 1562, 1616, 1712, 3280, 3323,
3427. 1H NMR (500 MHz, CDCl3, 25 8C) d: 6.75 (2H, d, J =
2.4 Hz), 6.79 (1H, t, J = 7.4 Hz), 6.86 (1H, d, J = 7.7 Hz),
6.97 (2H, dd, J = 8.6, 1.7 Hz), 7.02–7.08 (4H, m), 7.32 (2H,
d, J = 1.3 Hz), 9.87 (1H, s), 10.12 (2H, s) ppm. 13C NMR
(125 MHz, CDCl3, 25 8C) d: 53.65, 110.43, 112.32, 113.51,
114.64, 122.27, 123.65, 124.47, 125.42, 126.29, 127.89,
128.40, 134.26, 136.29, 141.50, 179.64 ppm. Anal. calcd. for
C24H15Br2N3O: C, 55.31; H, 2.90; N, 8.06. Found: C, 55.35;
H, 2.92; N, 8.05.
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hedron Lett. 2008, 49 (15), 2476–2478. doi:10.1016/j.tetlet.
2008.02.021.
(19) Janosik, T.; Bergman, J. Heterocycles 2002, 57 (7), 1273.
doi:10.3987/COM-02-9477.
Acknowledgements
The authors are grateful to the Research Council of Gui-
lan University for the partial support of this study.
(20) Wang, S.-Y.; Ji, S.-J. Tetrahedron 2006, 62 (7), 1527–1535.
doi:10.1016/j.tet.2005.11.011.
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