Synthesis and some reactions of 11-azacyclohept[α]azulen-3(3H)-ones and evaluation of their cytotoxic activity against HeLa S3 cells

Heterocycles

Volumn 80, Issue 1, 2010, Pages 427-437

  Ariyoshi, Tomoyuki ^a   Yoshinaga, Kengo ^b   Koizumi, Kazuya ^a   Fujii, Hiroyuki ^b   Ikeda, Reiko ^c   Konakahara, Takeo ^c   Abe, Noritaka ^a  

^a YAMAGUCHI UNIVERSITY GRADUATE SCHOOL OF MEDICINE   (Japan)

^b YAMAGUCHI UNIVERSITY   (Japan)

^c TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

2,3 diformyl 1 azaazulene; Condensation; Cytotoxic activity; Fused 1 azaazulene; Tandem addition cyclization reacton

Indexed keywords

EID: 77149134004     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-09-S(S)39     Document Type: Article

References (20)

1. Hess Jr. B.A., and Schaad L.J. J. Org. Chem. 36 (1971) 3418
2. Okazaki T., and Laali K.K. Org. Biomol. Chem. 1 (2003) 3078
3. Toyata A., and Nakajima T. Tetrahedron 37 (1981) 2575
4. Saito M., Morita T., and Takase K. Chem. Lett. (1974) 955
5. Saito M., Morita T., and Takase K. Chem. Lett. (1975) 441
6. Yasunami M., Amemiya T., and Takase K. Tetrahedron Lett. 24 (1983) 69
7. Jutz C., Peuker H.G., and Kosbahn W. Synthesis (1976) 673
8. Toda T., Shimazaki N., Mukai T., and Kabuto C. Tetrahedron Lett. 21 (1980) 4001
9. Yoshida Z., Shibata M., Ogino E., and Sugimoto T. Tetrahedron Lett. 24 (1984) 3343
10. Kuroda S., Hirooka S., Iwaki H., Ikeda M., Nakao T., Ogisu M., Yasunami M., and Takase K. Chem. Lett. (1986) 2039
11. Takayasu T., and Nitta M. J. Chem. Soc., Perkin Trans. 1 (1997) 3537
12. For reviews see. Abe N., Nishiwaki T., and Abe N. Heterocycles 15 (1981) 547
13. Kimura M. Yuki Gosei Kagaku Kyokai Shi 39 (1981) 690
14. Hirata N., Yasunami M., and Takase K. Tetrahedron Lett. (1975) 1849
15. Iino Y., and Nitta M. J. Chem. Soc., Perkin Trans. 1 (1994) 2579
16. Nitta M., Iino Y., Sugiyama T., and Toyota A. Tetrahedron Lett. 34 (1993) 835
17. Nitta M., Iino Y., Sugiyama T., and Akaogi A. Tetrahedron Lett. 34 (1993) 831
18. Koizumi K., Miyake C., Ariyoshi T., Umeda K., Yamauchi N., Tagashira S., Murakami Y., Fujii H., and Abe N. Heterocycles 73 (2007) 325
19. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery Jr. J.A., Vreven T., Kudin K.N., Burant J.C., Millam J.M., Iyengar S.S., Tomasi J., Barone V., Mennucci B., Cossi M., Scalmani G., Rege N., Petersson G.A., Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Klene M., Li X., Knox J.E., Hratchian H.P., Cross J.B., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Ayala P.Y., Morokuma K., Voth G.A., Salvador P., Dnnenberg J.J., Zakrezewski V.G., Dapprich S., Daniels A.D., Strain M.C., Farkas O., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Ortiz J.V., Cui Q., Baboul A.G., Clifford S., Komaromi I., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Chllacombe M., Gill P.M.W., Johnson B., Chen W., Wong M.W., Gonzalez C., and Pople J.A. Gaussian 03 (2003), Gaussian, Inc., Pittsburgh, PA
20. ada M., Funamizu M., and Kitahara Y. Bull. Chem. Soc. Jpn. 42 (1969) 2386