Microwave-assisted synthesis of pyrazolyl bistriazines

Tetrahedron

Volumn 66, Issue 1, 2010, Pages 121-127

  Moral, Mónica ^a   Ruiz, Amparo ^a   Moreno, Andrés ^a   Díaz Ortiz, Angel ^a   López Solera, Isabel ^a   de la Hoz, Antonio ^a   Sánchez Migallón, Ana ^a  

^a UNIVERSITY OF CASTILLA LA MANCHA   (Spain)

Author keywords

Bistriazines; Microwaves; Supramolecular

Indexed keywords

BARBITURIC ACID DERIVATIVE; CYANURIC ACID; DIAMINE; METAL; POLYMER; PYRAZOLYL BISTRIAZINE; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; FLUORESCENCE; HYDROGEN BOND; MASS SPECTROMETRY; MICROWAVE IRRADIATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; SUPRAMOLECULAR CHEMISTRY; X RAY CRYSTALLOGRAPHY;

EID: 70549094092     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.11.028     Document Type: Article

References (56)

1. Steed W.W., and Atwood J.L. Supramolecular Chemistry. 2nd ed. (2009), John Wiley & Sons Ltd, West Sussex
2. Lehn J.M. Supramolecular Chemistry: Concepts and Perspectives (1995), Wiley, Weinheim
3. Scharn D., Wenschuh H., Reineke U., Schneider-Mergener J., and Germeroth L. J. Comb. Chem. 2 (2000) 361-369
4. Moon H.-S., Jacobson E.M., Khersonsky S.M., Luzung M.R., Walsh D.P., Xiong W., Lee J.W., Parikh P.B., Lam J.C., Kang T.-W., Rosania G.R., Schier A.F., and Chang Y.-T. J. Am. Chem. Soc. 124 (2002) 11608-11609
5. Khersonsky S.M., Jung D.-W., Kang T.-W., Walsh D.P., Moon H.-S., Jo H., Jacobson E.M., Shetty V., Neubert T.A., and Chang Y.-T. J. Am. Chem. Soc. 125 (2003) 11804-11805
6. Uttamchandani M., Walsh D.P., Khersonsky S.M., Huang X., Yao S.Q., and Chang Y.-T. J. Comb. Chem. 6 (2004) 862-868
7. Coley H.M., Brooks N., Phillips D.H., Hewer A., Jenkins T.C., Jarman M., and Judson I.R. Biochem. Pharm. 49 (1995) 1203-1212
8. Brzozowski Z., Saçzewski F., and Gdaniec M. Eur. J. Med. Chem. 35 (2000) 1053-1064
9. Brzozowski Z., and Saçzewski F. Eur. J. Med. Chem. 37 (2002) 709-720
10. Azev Y., Slepukhina I., and Gabel D. Appl. Radiat. Isot. 61 (2004) 1107-1110
11. Saçzewski F., and Bulakowska A. Eur. J. Med. Chem. 41 (2006) 611-615
12. Januszko A., Kaszynski P., and Drzewinski W. J. Mater. Chem. 16 (2006) 452-461
13. Lee C.-H., Jin G.F., Yoon J.H., Jung Y.J., Lee J.-D., Cho S., Nakamura H., and Kang S.O. Tetrahedron Lett. 49 (2008) 159-164
14. Bork J.T., Lee J.W., Khersonsky S.M., Moon H.-S., and Chang Y.-T. Org. Lett. 5 (2003) 117-120
15. Yang X., and Lowe C.R. Tetrahedron Lett. 44 (2003) 1359-1362
16. Wang Q.-Q., Wang D.-X., Zheng Q.-Y., and Wang M.-X. Org. Lett. 9 (2007) 2847-2850
17. Lai L.-L., Wang L.-Y., Lee C.-H., Lin Y.-C., and Cheng K.-L. Org. Lett. 8 (2006) 1541-1544
18. Steffensen M.B., and Simanek E.E. Org. Lett. 5 (2003) 2359-2361
19. Lim J., and Simanek E.E. Org. Lett. 10 (2008) 201-204
20. Chouai A., and Simanek E.E. J. Org. Chem. 73 (2008) 2357-2366
21. Lee C.J., Lee S.J., and Chang J.Y. Tetrahedron Lett. 43 (2002) 3863-3866
22. Cristiano R., Gallardo H., Bortoluzzi A.J., Bechtold I.H., Campos C.E.M., and Longo R.L. Chem. Commun. (2008) 5134-5136
23. Lehmann M. Chem.- Eur. J. 15 (2009) 3638-3651
24. Malek N., Maris T., Simard M., and Wuest J.D. J. Am. Chem. Soc. 127 (2005) 5910-5916
25. Telfer S.G., and Wuest J.D. Chem. Commun. (2007) 3166-6168
26. Barberá J., Puig L., Romero P., Serrano J.L., and Sierra T. J. Am. Chem. Soc. 128 (2006) 4487-4492
27. Yagai S., Kinoshita T., Higashi M., Kishikawa K., Nakanishi T., Karatsu T., and Kitamura A. J. Am. Chem. Soc. 129 (2007) 13277-13287
28. Paraschiv V., Crego-Calama M., Fokkens R.H., Padberg C.J., Timmerman P., and Reinhoudt D.N. J. Org. Chem. 66 (2001) 8297-8301
29. Prins L.J., Neuteboom E.E., Paraschiv V., Crego-Calama M., Timmerman P., and Reinhoudt D.N. J. Org. Chem. 67 (2002) 4808-4820
30. Prins L.J., Hulst R., Timmerman P., and Reinhoudt D.N. Chem.- Eur. J. 8 (2002) 2288-2301
31. Paraschiv V., Crego-Calama M., Ishi-i T., Padberg C.J., Timmerman P., and Reinhoudt D.N. J. Am. Chem. Soc. 124 (2002) 7638-7639
32. McClenaghan N.D., Absalon C., and Bassani D.M. J. Am. Chem. Soc. 125 (2003) 13004-13005
33. For a recent review on supramolecular interactions see:. Schneider H.-J. Angew. Chem., Int. Ed. 48 (2009) 3924-3977 and references therein
34. Mooibroek T.J., and Gamez P. Inorg. Chim. Acta 360 (2007) 381-404
35. In: Loupy A. (Ed). Microwaves in Organic Synthesis. 2nd ed. (2006), Wiley, Weinheim
36. In: Lidström P., and Tierney J.P. (Eds). Microwave-Assisted Organic Synthesis (2004), Blackwell Scientific, London
37. Kappe C.O., and Stadler A. Microwaves in Organic and Medicinal Chemistry (2005), Wiley-VCH, Weinheim
38. Díaz-Ortiz A., de la Hoz A., and Moreno A. In: Loupy A. (Ed). Selectivity under the Action of Microwave Irradiation in Microwaves in Organic Synthesis. 2nd ed. (2006), Wiley, Weinheim
39. Elguero J., Díaz-Ortiz A., Moreno A., de la Hoz A., Martínez L.J., and Sánchez-Migallón A. Tetrahedron 57 (2001) 753-757
40. Díaz-Ortiz A., de la Hoz A., Moreno A., Sánchez-Migallón A., and Valiente G. Green Chem. 4 (2002) 339-343
41. Díaz-Ortiz A., Elguero J., Foces-Foces C., de la Hoz A., Moreno A., Moreno S., Sánchez-Migallón A., and Valiente G. Org. Biomol. Chem. 1 (2003) 4451-4457
42. Díaz-Ortiz A., Elguero J., Foces-Foces C., de la Hoz A., Moreno A., Mateo M.C., Sánchez-Migallón A., and Valiente G. New J. Chem. 28 (2004) 952-958
43. Díaz-Ortiz A., Elguero J., de la Hoz A., Jiménez A., Moreno A., Moreno S., and Sánchez-Migallón A. QSAR Comb. Sci. 24 (2005) 649-659
44. Manzano B.R., Jalón F.A., Soriano M.L., Rodríguez A.M., de la Hoz A., and Sánchez-Migallón A. Cryst. Growth Des. 8 (2008) 1585-1594
45. Manzano B.R., Jalón F.A., Soriano M.L., Carrión M.C., Carranza P., Mereiter K., Rodríguez A.M., de la Hoz A., and Sánchez-Migallón A. Inorg. Chem. 47 (2008) 8957-8971
46. Gabriel C., Gabriel S., Grant E.H., Halstead B.S.J., and Mingos D.M.P. Chem. Soc. Rev. 27 (1998) 213-223
47. Wohlfarth Ch. Landolt-Börnstein IV/17: Static Dielectric Constants of Pure Liquids and Binary Liquid Mixtures (2008), Springer, Berlin, Heidelberg pp 392-394
48. Ghiviriga I., and Oniciu D.C. Chem. Commun. (2002) 2718-2719
49. Fazekas M., Pintea M., Lameiras P., Lesur A., Berghian C., Silaghi-Dumitrescu I., Plé N., and Darabantu M. Eur. J. Org. Chem. (2008) 2473-2494
50. Pintea M., Fazekas M., Lameiras P., Cadis I., Berghian C., Silaghi-Dumitrescu I., Popa F., Bele C., Plé N., and Darabantu M. Tetrahedron 64 (2008) 8851-8870
51. Hunter C.A., and Sanders J.M.K. J. Am. Chem. Soc. 112 (1990) 5525-5534
52. Hunter C.A., Lawson K.R., Perkins J., and Urch C.J. J. Chem. Soc., Perkin Trans. 2 (2001) 651-659
53. Yuan L., Sumpter B.G., Abboud K.A., and Castellano R.K. New J. Chem. 32 (2008) 1924-1934
54. Nishio M., and Hirota M. Tetrahedron 45 (1989) 7201-7245
55. Steiner T., Starikov E.B., Amado A.M., and Teixeira-Dias J.J.C. J. Chem. Soc., Perkin Trans. 2 (1995) 1321-1326
56. Steiner T., Starikov E.B., and Tamm M. J. Chem. Soc., Perkin Trans. 2 (1996) 67-71