Application of bis(iminophosphorane) in heterocyclic synthesis: New entries to symmetrically or unsymmetrically substituted thieno[2,3-d:5,4-d′] dipyrimidine-4,5(3H,6H)-diones

Journal of Organic Chemistry

Volumn 69, Issue 24, 2004, Pages 8366-8371

  Ding, Ming Wu ^a   Xu, Sheng Zhen ^a   Zhao, Jun Feng ^a  

^a CENTRAL CHINA NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CATALYSTS; PHENOLS; POTASH; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

HETEROCYCLIC SYNTHESIS; NUCLEOPHILES; SECONDARY AMINES;

REACTION KINETICS;

2,7 DIAMINOTHIENO[2,3 D:5,4 D']DIPYRIMIDINE 4,5 DIONE; 2,7 DIOXOTHIENO[2,3 D:5,4 D']DIPYRIMIDINE 4,5 DIONE; AMINE; BIS(CARBODIIMIDE); BIS(IMINOPHOSPHORANE); IMIDE; ISOCYANIC ACID DERIVATIVE; PHOSPHORANE DERIVATIVE; POTASSIUM CARBONATE; PYRIMIDINE DERIVATIVE; THIENO[2,3 D:5,4 D']DIPYRIMIDINE 4,5 DIONE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS; WITTIG REACTION;

HETEROCYCLIC COMPOUNDS; KETONES; MOLECULAR STRUCTURE; ORGANOPHOSPHORUS COMPOUNDS; PYRIMIDINES;

EID: 9344263482     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo048691v     Document Type: Article

References (35)

1. (a) Haraguchi, K.; Kubota, Y.; Tanaka, H. J. Org. Chem. 2004, 69, 1831.
2. (b) Cushman, M.; Sambaiah, T.; Jin, G.; Illarionov, B.; Fischer, M.; Bacher, A. J. Org. Chem. 2004, 69, 601.
3. (c) Depecker, G.; Patino, N.; Giorgio, C. D.; Terreux, R.; Cabrol-Bass, D.; Bailly, C.; Aubertin, A.-M.; Condom, R. Org. Biomol. Chem. 2004, 2, 74.
4. (d) Wnuk, S. F.; Lewandowska, E.; Companioni, D. R.; Garcia, P. I., Jr.; Secrist, J. A., III Org. Biomol. Chem. 2004, 2, 120.
5. (a) Walter, H. WO 9911631, 1999 [Chem. Abstr. 1999, 130, 237580e].
6. (b) Walter, H. WO 9914202, 1999 [Chem. Abstr. 1999, 130, 252368k].
7. (c) Aboulwafa, O. M.; Ismail, K. A.; Koreish, E. A. Farmaco 1992, 47, 631.
8. (d) Chambhare, R. V.; Khadse, B. G.; Bobde, A. S.; Bahekar, R. H. Eur. J. Med. Chem. 2003, 38, 89.
9. (e) Santagati, M.; Modica, M.; Santagati, A.; Russo, F.; Spampinato, S. Pharmazie 1996, 51, 7.
10. (f) Taguchi, M.; Ota, T.; Hatayama, K. WO 9303040, 1993 [Chem. Abstr. 1993, 119, 160309m].
11. (g) Shishoo, C. J.; Shirsath, V. S.; Rathod, I. S.; Yande, V. D. Eur. J. Med. Chem. 2000, 35, 351.
12. (h) De Laszlo, S. E.; Patchett, A. A.; Allen, E. E.; Greenlee, W. J. EP 502725, 1992 [Chem. Abstr. 1992, 118, 22249v].
13. (a) Stratmann, J. Chem. Ztg. 1991, 115, 59.
14. (b) Clark, J.; Hitiris, G. J. Chem. Soc., Perkin Trans. 1 1984, 2005.
15. (c) Gewald, K.; Martin, A. J. Prakt. Chem. 1981, 323, 843.
16. (a) Zhao, M.-X.; Wang, M.-X.; Yu, C.-Y.; Huang, Z.-T.; Fleet, G. W. J. J. Org. Chem. 2004, 69, 997.
17. (b) Yadav, J. S.; Srinivas, C. Tetrahedron 2003, 59, 10325.
18. (c) Csampai, A.; Turos, G.; Kudar, V.; Simon, K.; Oeynhausen, H.; Wamhoff, H.; Sohar, P. Eur. J. Org. Chem. 2004, 717.
19. (d) Kurosawa, W.; Kan, T.; Fukuyama, T. J. Am. Chem. Soc. 2003, 125, 8112.
20. (e). Molina, P.; Vilaplana, M. J. Synthesis 1994, 1197.
21. (a) Molina, P.; Conesa, C.; Velasco, M. D. Liebigs Ann./Recl. 1997, 107.
22. (b) Molina, P.; Arques, A.; Alias, A.; Vinader, M. V. Tetrahedron 1992, 48, 3091.
23. (c) Molina, P.; Alajarin, M.; Vidal, A. Tetrahedron 1995, 51, 12127.
24. (d) Molina, P.; Lidon, M. J.; Tarraga, A. Tetrahedron 1994, 50, 10029.
25. (e) Molina, P.; Alajarin, M.; Vidal, A. J. Org. Chem. 1992, 57, 6703.
26. (f) Molina, P.; Arques, A.; Alias, A. J. Org. Chem. 1993, 58, 5264.
27. (g) Vilarelle, D. V.; Veira, C. P.; Lopez, J. M. Q. Tetrahedron 2004, 60, 275.
28. (a) Ding, M. W.; Yang, S. J.; Zhu, J. Synthesis 2004, 75.
29. (b) Ding, M. W.; Chen, Y. F.; Huang, N. Y. Eur. J. Org. Chem. 2004, 3872.
30. (c) Ding, M. W.; Sun, Y.; Yang, S. J.; Liu, X. P.; Liu, Z. J. Synth. Commun. 2003, 33, 1651.
31. (d) Ding, M. W.; Zeng, G. P.; Wu, T. J. Synth. Commun. 2000, 30, 1599.
32. (e) Liang, Y.; Ding, M. W.; Liu, Z. J.; Liu, X. P. Synth. Commun. 2003, 33, 2843.
33. (f) Ding, M. W.; Zeng, G. P.; Liu, Z. J. Phosphorus Sulfur Silicon Relat. Elem. 2002, 177, 1315.
34. (g) Ding, M. W.; Shu, Y. L.; Liu, X. P.; Liu, Z. J. Acta Chim. Sin. 2002, 60, 1893.
35. Wamhoff, H.; Herrmann, S.; Stolben, S.; Nieger, M. Tetrahedron 1993, 49, 581.