Facile synthesis of 1H-pyrazolo[1,2-a]pyridazine-5,8-dione derivatives by a one-pot, three-component reactions

Tetrahedron

Volumn 66, Issue 1, 2010, Pages 259-264

  Teimouri, Mohammad Bagher ^a   Mansouri, Farideh ^b   Bazhrang, Reihaneh ^c  

^a IRAN POLYMER AND PETROCHEMICAL INSTITUTE   (Iran)

^b ISLAMIC AZAD UNIVERSITY   (Iran)

^c PAYAME NOOR UNIVERSITY   (Iran)

Author keywords

1H Pyrazolo 1,2 a pyridazine; 3,6 Dihydroxypyridazine; Dialkyl acetylenedicarboxylate; Isocyanide; Multicomponent reaction

Indexed keywords

ALKYL GROUP; CARBOXYLIC ACID DERIVATIVE; CATION; ESTER DERIVATIVE; PYRIDAZINE DERIVATIVE;

ADDITION REACTION; ARTICLE; CHEMICAL REACTION; ELECTRON; ONE POT SYNTHESIS; POLYMERIZATION; PRIORITY JOURNAL; PROTON TRANSPORT; ROOM TEMPERATURE;

EID: 70749103887     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.10.114     Document Type: Article

References (56)

1. Zhu J., and Bienaymé H. Multicomponent Reactions (2005), Wiley-VCH, Weinheim
2. Franklin E.C. Chem. Rev. 16 (1935) 305
3. Bergstrom F.W. Chem. Rev. 35 (1944) 77
4. Lichtenthaler F.W. Acc. Chem. Res. 35 (2002) 728
5. Litvinov V.P. Russ. Chem. Rev. 72 (2003) 69
6. Xu Y., and Guo Q.X. Heterocycles 63 (2004) 903
7. Modeer T., and Yucel-Lindberg T. Acta Odontologica Scandinavica 57 (1999) 40
8. Mosti L., Menozzi G., Schenone P., Molinario L., Conte F., Montanario C., and Marmoe E. Il Farmaco 43 (1988) 763
9. Mosti L., Menozzi G., Fossa P., Schenone P., Lampa E., Parrillo C., Damisco M., and Rossi F. Il Farmaco 47 (1992) 567
10. Mosti L., Menozzi G., Fossa P., Filippelli W., Gessi S., Rinaldi B., and Falcone G. Arzneimittelforschung 50 (2000) 963
11. Wrzeciono U., Linkowska E., Majewska K., Gzella A., and Stochla K. Pharmazie 48 (1993) 582
12. Tse E., Butner L., Huang Y., and Hall I.H. Arch. Pharmacol. 329 (1996) 35
13. Badawey E.A.M., and El-Ashmawey I.M. Eur. J. Med. Chem. Chim. Ther. 33 (1998) 349
14. Schindler R., Hoefgen N., Heinecke K., Poppe H., and Szelenyi I. Pharmazie 55 (2000) 857
15. Badran M.M., Ismail M.A., Youssef K.A., and Abdel-Hakeem M. Alex. J. Pharm. Sci. 13 (1999) 68
16. Badran M.M., Ismail M.A., Youssef K.A., and Abdel-Hakeem M. Alex. J. Pharm. Sci. 13 (1999) 73
17. Schiatti P., Selva D., Arrigoni-Martelli E., Lerner L.J., Diena A., and Sard M.G. Arzneimittelforschung 24 (1974) 2003
18. Abouzid K.A.M., and El-Abhar H.S. Arch. Pharm. Res. 26 (2003) 1
19. Al'-Assar F., Zelenin K.N., Lesiovskaya E.E., Bezhan I.P., and Chakchir B.A. Pharm. Chem. J. 36 (2002) 598
20. Liu B., Brandt J.D., and Moeller K.D. Tetrahedron 59 (2003) 8515
21. Curtis M.D., Hayes N.C., and Matson P.A. J. Org. Chem. 71 (2006) 5035
22. Sinkkonen J., Ovcharenko V., Zelenin K.N., Bezhan I.P., Chakchir B.A., Al-Assar F., and Pihlaja K. Eur. J. Org. Chem. (2002) 2046
23. Sinkkonen J., Ovcharenko V., Zelenin K.N., Bezhan I.P., Chakchir B.A., Al-Assar F., and Pihlaja K. Eur. J. Org. Chem. (2002) 3447
24. Yavari I., and Maghsoodlou M.T. J. Chem. Res., Synop. (1998) 386
25. Yavari I., Esmaili A.A., Asghari S., and Bijanzadeh H.R. J. Chem. Res., Synop. (1999) 368
26. Yavari I., Hazeri N., Maghsoodlou M.T., and Zabarjad-Shiraz N. Monatsh. Chem. 132 (2001) 683
27. Yavari I., Adib M., and Sayahi M.H. J. Chem. Soc., Perkin Trans. 1 (2002) 2343
28. Nair V., Vinod A.U., Ramesh R., Menon R.S., Varma L., Mathew S., and Chiaroni A. Heterocycles 58 (2002) 147
29. Maghsoodlou M.T., Yavari I., Nassiri F., Djahaniani H., and Razmjoo Z. Monatsh. Chem. 134 (2003) 1585
30. Yavari I., and Esnaashari M. Synthesis (2005) 1049
31. Asghari S., and Mohammadi L. Tetrahedron Lett. 47 (2006) 4297
32. Teimouri M.B., Bazhrang R., Eslamimanesh V., and Nouri A. Tetrahedron 62 (2006) 3016
33. Shaabani A., Soleimani E., Khavasi H.R., Hoffmann R.-D., Rodewald U.C., and Pöttgen R. Tetrahedron Lett. 47 (2006) 5493
34. Shaabani A., Sarvary A., Rezayan A.H., and Kesjhipour S. Tetrahedron 65 (2009) 3492
35. Shaabani A., Teimouri M.B., Mirzaei P., and Bijanzadeh H.R. J. Chem. Res., Synop. (2003) 82
36. Shaabani A., Teimouri M.B., and Arab-Ameri S. Tetrahedron Lett. 45 (2004) 8409
37. Yavari I., Djahaniani H., and Nassiri F. Monatsh. Chem. 135 (2004) 543
38. Adib M., Sayahi M.H., Aghaaliakbari B., and Bijanzadeh H.R. Tetrahedron 61 (2005) 3963
39. Adib M., Ghanbary K., Mostofi M., and Bijanzadeh H.R. Tetrahedron 61 (2005) 2645
40. Adib M., Sayahi M.H., and Rahbari S. Tetrahedron Lett. 46 (2005) 6545
41. Teimouri M.B. Tetrahedron 62 (2006) 10849
42. Yavari I., Anary-Abbasinejad M., Alizadeh A., and Hossaini Z. Tetrahedron 59 (2003) 1289
43. Yavari I., Djahaniani H., and Nassiri F. Tetrahedron 59 (2003) 9409
44. Yavari I., Djahaniani H., and Nassiri F. Synthesis (2004) 679
45. Alizadeh A., Rostamnia S., and Zhu L.-G. Tetrahedron 62 (2006) 5641
46. Teimouri M.B., and Bazhrang R. Monatsh. Chem. 140 (2009) 513
47. Teimouri M.B., and Mansouri F. J. Comb. Chem. 10 (2008) 507
48. Teimouri M.B., and Bazhrang R. Monatsh. Chem. 139 (2008) 957
49. Teimouri M.B., and Bazhrang R. Bioorg. Med. Chem. Lett. 16 (2006) 3697
50. Shaabani A., Teimouri M.B., Samadi S., and Soleimani K. Synth. Commun. 35 (2005) 535
51. Shaabani A., Teimouri M.B., and Bijanzadeh H.R. Monatsh. Chem. 135 (2004) 441
52. Shaabani A., Teimouri M.B., and Bijanzadeh H.R. Monatsh. Chem. 135 (2004) 589
53. Shaabani A., Teimouri M.B., Bazgir A., and Bijanzadeh H.R. Mol. Div. 6 (2003) 199
54. Shaabani A., and Teimouri M.B. J. Chem. Res., Synop. (2003) 732
55. Shaabani A., Teimouri M.B., and Bijanzadeh H.R. Tetrahedron Lett. 43 (2002) 9151
56. Güven A. J. Mol. Struct. (Theochem) 683 (2004) 221