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HETEROCYCLES, Vol. 66, 2005
31. (a). J. C. Jung, H. C. Choi, and Y. H. Kim, Tetrahedron Lett., 1993, 34, 3581; (b) H. C. Choi and Y. H.
Kim, Synth. Commun., 1994, 24, 2307; (c) H. C. Choi, K. I. Cho and Y. H. Kim, Synlett, 1995,
207; (d) S. G. Yang, D. H. Lee, and Y. H. Kim, Heteroatom Chem., 1997, 8, 435; (e) J. P. Hwang, S.
G. Yang, and Y. H. Kim, J. Chem . Soc., Chem. Commun., 1997, 1355; (f) Y. H. Kim, J. P. Hwang,
and S. G. Yang, Tetrahedron Lett., 1997, 38, 3009.
32. R. Rathore, S. H. Loyd, and J. K. Kochi, J. Am. Chem. Soc., 1994, 116, 8414.
Spectral Data of Typical Products:
1
(3a) H-NMR (CDCl3, 400 MHz). δ 9.53 (s, 1H), 7.71 (s, 1H), 6.05 (d, J = 4.5 Hz, 1H), 5.32 (m, 2H),
4.37 (m, 3H), 2.16 (s, 3H) 2.08 (d, J = 8.0 Hz, 6H) 13C NMR (CDCl3, 100 MHz). δ 170.12, 169.92,
169.46, 158.66, 149.28, 135.95, 110.16, 87.59, 80.38, 73.10, 70.14, 62.88, 20.65, 20.34, 20.24.
(3b) 1H-NMR (DMSO-d6 , 400 MHz). δ 9.10 (s, 1H), 8.13 (s, 1H), 5.87 (d, J = 4.9 Hz, 1H,), 5.46 (t, J =
5.0 Hz, 1H), 5.32 (dd, J = 5.7, 6.1 Hz, 1H), 4.34 (m, 3H), 2.06 (m, 12H).
(3c) 1H-NMR (CDCl3, 300 MHz). δ 8.78 (s, 1H), 7.77 (s, 1H), 6.29 (dd, J = 5.8, 1.9 Hz, 1H), 5.21 (dd, J
= 4.2, 2.31 Hz, 1H), 4.41 (m, 5H), 2.09 (s, 3H) 2.07 (d, J = 6.1 Hz, 6H).
1
(3d) H-NMR (CDCl3, 300 MHz). δ 9.39 (s, 1H), 7.77 (s, 1H), 6.30 (t, J = 5.9 Hz, 1H), 5.21 (m, 1H),
4.39 (m, 3H), 2.55 (m, 2H), 2.13 (d, J = 5.5 Hz, 6H).
1
(5a) H-NMR (DMSO-d6, 400 MHz). δ 10.93 (s, 1H), 6.62 (br, 2H), 5.95 (m, 2H), 5.62 (t, J = 6.1 Hz,
1H), 4.40 (m, 3H), 2.09, 2.05, 1.98 (3s, 9H). 13C NMR (DMSO-d6, 100 MHz). δ 170.08, 169.44, 169.27,
156.01, 154.52, 152.18, 131.42, 86.92, 79.81, 71.72, 70.37, 63.19, 20.86, 20.72, 20.59.
1
(5b) H-NMR (DMSO-d6, 300 MHz). δ 10.85 (s, 1H), 6.55 (br, 2H), 6.18 (t, J = 7.0 Hz, 1H), 5.37 (m,
1H), 4.34 (m, 1H), 4.15 (d, J = 2.3 Hz, 2H), 2.46 (m, 2H), 1.97, 1.95 (2s, 6H).
(7a) 1H-NMR (CDCl3, 300 MHz). δ 7.38 (s, 1H), 3.40 (d, J = 6.4 Hz, 6H). 13C NMR (CDCl3, 75 MHz). δ
159.41, 150.87, 139.78, 107.99, 37.05, 28.84.
1
(8a) H-NMR (CDCl3, 400 MHz). δ 9.63 (s, 1H), 7.80 (s, 1H), 6.05 (d, J = 4.7 Hz, 1H), 5.32 (m, 2H),
13
4.36 (m, 3H), 2.17 (s, 3H), 2.09 (d, J = 8.3 Hz, 6H). C NMR (CDCl3, 100 MHz). δ 170.07, 169.61,
169.57, 158.64, 149.64, 138.52, 97.88, 87.25, 80.15, 73.02, 69.96, 62.86, 20.83, 20.41, 20.31.
(9a) 1H-NMR (DMSO-d6, 300 MHz). δ 10.80 (br, 1H), 6.56 (br, 2H), 5.99 (t, J = 3.6 Hz, 1H), 5.85 (d, J =
13
6.0 Hz, 1H), 5.63 (t, J = 3.9 Hz, 1H), 4.40 (m, 3H), 2.06 (s, 3H), 2.0 (d, J = 1.6 Hz, 6H). C NMR
(DMSO-d6, 75 MHz) δ 179.43, 170.12, 169.50, 169.43, 155.45, 153.82, 120.14, 117.20, 87.66, 79.31,
71.30, 69.93, 62.76, 20.48, 20.30, 20.25.
1
(9b) H-NMR (DMSO-d6, 300 MHz). δ 11.00 (br, 1H), 6.52 (br, 2H), 6.15 (t, J = 6.7 Hz, 1H), 5.38
(m, 1H), 4.35 (m, 1H), 4.18 (d, J = 2.4 Hz, 2H), 2.89 (m, 2H), 2.03, 1.99 (2s, 6H).