Synthesis of 1,8-Dioxo-Octahydroxanthenes
79
(s, 4H), 2.47 (s, 4H), 3.77 (s, 3H), 3.80 (s, 6H), 4.71 (s, 1H), 6.51
(s, 2H). νmax (KBr)/cm−1 2955, 2931, 2875, 2838, 2817, 1666,
1652, 1190.
[18] S. Kantevari, R. Bantu, L. Nagarapu, Arkivoc 2006, xvi, 136.
[19] T.-S. Jin, J.-S. Zhang, J.-C. Xiao, A.-Q. Wang, T.-S. Li, Synlett 2004,
0866. doi:10.1055/S-2004-820022
[20] T.-S. Jin, J.-S. Zhang, J.-C. Xiao, A.-Q. Wang, T.-S. Li, Ultrason.
Sonochem. 2006, 13, 220. doi:10.1016/J.ULTSONCH.2005.04.002
[21] D.-Q. Shi, Q.-Y. Zhuang, J. Chen, X.-S. Wang, S.-J. Tu, H.-W. Hu,
Chinese J. Org. Chem. 2003, 23, 694.
3,3,6,6-Tetramethyl-9-thiophen-2-yl-1,8-Dioxo-
Octahydroxanthene 3s
White solid. (Found: C 70.5, H 7.0. C21H24O3S requires C 70.8,
H 6.8%) δH (CDCl3, 300 MHz) 1.06 (s, 6H), 1.11 (s, 6H), 2.26
(s, 4H), 2.46 (s, 4H), 5.15 (s, 1H), 6.81–7.03 (m, 3H). νmax
(KBr)/cm−1 2957, 2895, 2872, 1659, 1622, 1371, 1360, 1200.
[22] T.-S. Jin, J.-S. Zhang,A.-Q. Wang, F.-S. Zhang, Chinese J. Org. Chem.
2005, 25, 335.
[23] J.-J. Ma, X. Zhou, X.-H. Zhang, C. Wang, Z. Wang, J.-C. Li, Q. Li,
Aust. J. Chem. 2007, 60, 146. doi:10.1071/CH06225
[24] S.-J. Tu, J.-F. Zhou, Z.-S. Lu, X. Deng, D.-Q. Shi, S.-H. Wang, Synth.
Commun. 2002, 32, 3063. doi:10.1081/SCC-120012999
[25] S.-J. Tu, Y. Gao, X.-H. Liu, S.-F. Tang, X.-J. Qiu, Chinese J. Org.
Chem. 2001, 21, 1164.
3,3,6,6-Tetramethyl-9-pyridin-2-yl-1,8-Dioxo-
Octahydroxanthene 3t
White solid. (Found: C 75.0, H 7.0, N 4.2. C22H25NO3 requires
C 75.2, H 7.2, N 4.0%) δH (CDCl3, 300 MHz) 0.99 (s, 6H), 1.10
(s, 6H), 2.15 (d, J 16.2, 2H), 2.23 (d, J 16.2, 2H), 2.44 (d, J 17.4,
2H), 2.52 (d, J 17.4, 2H), 4.85 (s, 1H), 6.94–7.02 (m, 1H), 7.55–
8.38 (m, 3H). νmax (KBr)/cm−1 2958, 2930, 2874, 1681, 1657,
1623, 1199.
[26] (a) K. P. Haval, Synlett 2006, 2156. doi:10.1055/S-2006-948185
(b) G. Blotny, Tetrahedron 2006, 62, 9507. doi:10.1016/J.TET.2006.
07.039
[27] B. Akhlaghinia, E. Roohi, Turk. J. Chem. 2007, 31, 83.
[28] A. Khalafi-Nezhad, A. Zare, A. Parhami, M. N. S. Rad, G. R. Nejabat,
Phosphorus Sulfur 2007, 182, 657. doi:10.1080/10426500601047214
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67. doi:10.1007/S00706-006-0559-0
Acknowledgements
[30] S. Gao, Z.Tu, C.-W. Kuo, J.-T. Liu, C.-M. Chu, C.-F.Yao, Org. Biomol.
Chem. 2006, 4, 2851. doi:10.1039/B606717D
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[32] B. Karimi, H. Hazarkhani, Synthesis 2003, 2547. doi:10.1055/S-2003-
42459
The authors thank the Science Foundation of Hebei Normal Univer-
sity (L20061314), the Nature Science Foundation of Hebei Province
(B2005000151), and the Natural Science Foundation of the Hebei Education
Department (2006318) for financial support of the present work.
[33] B. Das, K. Laxminarayana, B. Ravikanth, Tetrahedron Lett. 2006, 47,
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