A Simple One Pot Synthesis of 1-(s-Triazolo[4,3-x]azinyl-3)substituted Polyols

Journal of Heterocyclic Chemistry

Volumn 34, Issue 4, 1997, Pages 1115-1121

  Svete, Jurij ^a   Golič, Ljubo ^a   Stanovnik, Branko ^a  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000542632     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570340404     Document Type: Article

References (20)

1. M. Cornia, G. Casiraghi, and L. Zetta, J. Org. Chem., 56, 5466 (1991).
2. M. S. Solomon and P. B. Hopkins, Tetrahedron Letters, 32, 3297 (1991).
3. T. Watanabe, S. Nishiyama, S. Yamamura, K. Kato, M. Nagai and T. Takita, Tetrahedron Letters, 32, 2399 (1991).
4. D. E. Bergstrom and P. Zhang, Tetrahedron Letters, 32, 6485 (1991).
5. M. Yokoyama, T. Tanabe, A. Toyoshima, and H. Togo, Synthesis, 517 (1993).
6. M. Yokoyama, A. Toyoshima, T. Akiba, and H. Togo, Chem. Letters, 265 (1994).
7. J. Streith, A. Boiron, A. Frankowski, D. Le Nouen, H. Rudyk, and T. Tschamber, Synthesis, 944 (1994).
8. B. Stanovnik, Tetrahedron, 47, 2925 (1991).
9. M. Žličar, B. Stanovnik, and M. Tišler, Tetrahedron, 48, 7965 (1992).
10. B. Stanovnik, B. Jelen and M. Žličar, Il Farmaco, 48, 231 (1993).
11. H.-H. Stroh, H. Hempel and R. Apel, Chem. Ber., 98, 2500 (1965).
12. M. Tišler and B. Stanovnik, Azolo and Azinopyhdazines and some Oxa and Thia Analogues in Condensed Pyridazines Including Cinnolines and Phthalazines, R. N. Castle, ed, John Wiley and Sons, New York 1973, pp 761-1056.
13. J. Svete, B. Stanovnik, and M. Tišler, J. Heterocyclic. Chem., 31, 1259 (1994).
14. U. Bratušek, I. Kejžar, J. Svete, and B. Stanovnik, Acta Chim. Slovenica, 43, 105 (1996); Chem. Abstr., 125, 276491 (1996).
15. U. Bratušek, I. Kejžar, J. Svete, and B. Stanovnik, Acta Chim. Slovenica, 43, 105 (1996); Chem. Abstr., 125, 276491 (1996).
16. Methanol was used for one pot preparation of polyols 13-18a,c, while in ethanol higher yields of hydrazones 7-12a,c were obtained.
17. H. J. Lucas and W. Baumgarten, J. Am. Chem. Soc., 63, 1653 (1941).
18. The structures of compounds 16a, 25, and 28 were also confinned by X-ray structural analyses.
19. Crystals of 25 and 26, which precipitate from ethanol, can also be separated manually.
20. For hydrazone 9a could not be obtained better analysis for C, H, and N. It was cyclised into s-triazolo[4,3-b]pyridazine derivative 15a and characterised as triphenyl methyl derivative 19.