An efficient synthesis of spiro[dibenzo[b,i]xanthene-13,3′-indoline]-pentaones and 5H-dibenzo[b,i]xanthene-tetraones

Tetrahedron Letters

Volumn 49, Issue 35, 2008, Pages 5165-5168

  Bazgir, Ayoob ^a   Tisseh, Zeinab Noroozi ^a   Mirzaei, Peiman ^a  

^a SHAHID BEHESHTI UNIVERSITY   (Iran)

Author keywords

2 Hydroxynaphthalene 1,4 dione; 5H Dibenzo b,i xanthene tetraone; Isatin; Spiro dibenzo b,i xanthene 13,3 indoline pentaone

Indexed keywords

1' BENZYLSPIRO(DIBENZO[B,I]XANTHENE 13,3' INDOLINE)PENTAONE; 1' METHYLSPIRO(DIBENZO[B,I]XANTHENE 13,3' INDOLINE)PENTAONE; 13 (3 NITROPHENYL) 5H DIBENZO[B,I]XANTHENE 5,7,12,14(13H) TETRAONE; 13 (4 CHLOROPHENYL) 5H DIBENZO[B,I]XANTHENE 5,7,12,14(13H) TETRAONE; 13 (4 TOLYL) 5H DIBENZO[B,I]XANTHENE 5,7,12,14(13H) TETRAONE; 13 PHENYL 5H DIBENZO[B,I]XANTHENE 5,7,12,14(13H) TETRAONE; 2 HYDROXYNAPHTHALENE 1,4 DIONE; 5' BROMO 1' METHYLSPIRO(DIBENZO[B,I]XANTHENE 13,3' INDOLINE)PENTAONE; 5H DIBENZO[B,I]XANTHENE TETRAONE DERIVATIVE; ALDEHYDE DERIVATIVE; HETEROCYCLIC COMPOUND; ISATIN DERIVATIVE; OXINDOLE; SPIRO COMPOUND; SPIRO(DIBENZO[B,I]XANTHENE 13,2' INDENE) 1',3',5,7,12,14 HEXAONE; SPIRO(DIBENZO[B,I]XANTHENE 13,3' INDOLINE)PENTAONE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; FLUORESCENCE; POLYMERIZATION; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY; X RAY PHOTOELECTRON SPECTROSCOPY;

EID: 47049098300     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.06.077     Document Type: Article

References (28)

1. Dömling A., and Ugi I. Angew. Chem., Int. Ed. 39 (2000) 3168
2. Dömling A. Chem. Rev. 106 (2006) 17
3. Pratt Y.T., and Drake N.L. J. Am. Chem. Soc. 8 (1960) 1155
4. Skibo E.B., Islam I., Hileman M.J., and Schulz W.G. J. Med. Chem. 37 (1994) 78
5. Ryu C.K., Choi K.U., Shim J.Y., You H.J., Choi I.H., and Chae M.J. Bioorg. Med. Chem. 11 (2003) 4003
6. Ryu C.K., Kang H.Y., Yi Y.J., Shin K.H., and Lee B.H. Bioorg. Med. Chem. Lett. 10 (2000) 1589
7. Lin A.J., Cosby L.P., and Sartorelli A.C. Cancer Chemother. Rep. 4 (1974) 23
8. Denny W.A., and Bagulet B.C. In: Waring M.J., and Neidle S. (Eds). Molecular Aspects of Anticancer Drug-DNA Interactions. 2nd ed. (1994), Macmillan, London 270-311
9. Pommier Y., Capranoco G., Orr A., and Kohn K.W. Nucleic Acid Res. 19 (1991) 5973
10. Tisler M. Advances in Heterocyclic Chemistry. In: Katriztky A.R. (Ed). Heterocyclic Quinones Vol. 45 (1989), Academic, London 37
11. Spyroudis S. Molecules 5 (2000) 1291
12. Sundberg R.J. The Chemistry of Indoles (1996), Academic, New York, NY
13. Da-Silva J.F.M., Garden S.J., and Pinto A.C. J. Braz. Chem. Soc. 12 (2001) 273
14. Abdel-Rahman A.H., Keshk E.M., Hanna M.A., and El-Bady Sh.M. Bioorg. Med. Chem. 12 (2006) 2483
15. Dandia A., Sing R., Khaturia S., Merienne C., Morgant G., and Loupy A. Bioorg. Med. Chem. 14 (2006) 2409
16. Khafagy M.M., El-Wahas A.H.F.A., Eid F.A., and El-Agrody A.M. Farmaco 57 (2002) 715
17. Kang T.H., Matsumoto K., Murakami Y., Takayama H., Kitajima M., Aimi N., and Watanabe H. Eur. J. Pharmacol. 444 (2002) 39
18. Hideu, T. Jpn. Tokkyo Koho JP 56005480, 1981; Chem. Abstr. 95, 80922b.
19. Lamberk, R. W.; Martin, J. A.; Merrett, J. H.; Parkes, K. E. B.; Thomas, G. J. PCT Int. Appl. WO 9706178, 1997; Chem. Abstr. 126, P212377y.
20. Knight C.G., and Stephens T. Biochem. J. 258 (1989) 683
21. Sirkecioglu O., Tulinli N., and Akar A. J. Chem. Res. (S) (1995) 502
22. Bazgir A., Seyyedhamzeh M., Yasaei Z., and Mirzaei P. Tetrahedron Lett. 48 (2007) 8790
23. Sayyafi M., Seyyedhamzeh M., Khavasi H.R., and Bazgir A. Tetrahedron 64 (2008) 2375
24. Dabiri M., Arvin-Nezhad H., Khavasi H.R., and Bazgir A. J. Heterocycl. Chem. 44 (2007) 1009
25. Dabiri M., Azimi S.C., Arvin-Nezhad H., and Bazgir A. Heterocycles 75 (2008) 87
26. Dabiri M., Delbari A.S., and Bazgir A. Synlett (2007) 821
27. Dabiri M., Arvin-Nezhad H., Khavasi H.R., and Bazgir A. Tetrahedron 63 (2007) 1770
28. Dabiri M., Delbari A.S., and Bazgir A. Heterocycles 71 (2007) 543