Multi-component synthesis of methylene bis isoxazolo[4,5-b]-pyridine-N- oxides

Chinese Chemical Letters

Volumn 21, Issue 8, 2010, Pages 927-930

  Rajanarendar, E ^a   Nagi Reddy, M ^a   Rama Murthy, K ^a  

^a KAKATIYA UNIVERSITY   (India)

Author keywords

Knoevenagel condensation; Michael addition; Multi component synthesis; New methodology

Indexed keywords

EID: 79952737475     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2010.03.014     Document Type: Article

References (36)

1. J. Balzarini, M. Stevens, G. Andrei, Helv. Chim. Acta 85 (2002) 2961.
2. J. Balzarini, M. Stevens, E. De Clercq, et al. J. Antimicrob. Chem. 55 (2005) 135.
3. M. Stevens, C. Pannecouque, E. De Clercq, Antimicrob. Agents Chemother. 47 (2003) 2951.
4. J. Getal, Antibiotics 28 (1) (1975) 91.
5. C.H. Eugster, Prog. Chem. Org. Nat. Prod. 27 (1969) 261.
6. H. Kano, I. Adachi, R. Kido, et al. J. Med. Chem. 10 (3) (1967) 411.
7. P.B. Reddy, S.M. Reddy, E. Rajanarendar, et al. Indian Phytopathol. 37 (1984) 369.
8. A. Sadanandam, M.V. Rajam, K. Subhash, et al. Indian Bot. Rep. 3 (1) (1984) 38.
9. B.J. Wakefield, D.J. Wright, Adv. Heterocyl. Chem. 25 (1979) 147.
10. (a) P. Eilbracht, L. Barfacker, C. Buss, et al. Chem. Rev. 99 (1999) 3329;
11. (b) U. Bora, A. Saikia, R.C. Boruah, Org. Lett. 5 (2003) 435.
12. (a) S.L. Schreiber, Science 287 (2000) 1964;
13. (b) R.E. Dolle, K.H. Nelson, J. Comb. Chem. 1 (1999) 235;
14. (c) D. Obrecht, J.M. Villalgordo, In: J.E. Baldwin, R.M. Williams, (Eds), Solid-Supported Combinatorial and Parallel Synthesis of Small-Molecular-Weight Compounds Libraries, Pergamon press, New York, 1998.
15. (d) L. Weber, K. lllgen, M. Almstetter, Synlett 3 (1999) 36.
16. A. Fayol, J. Zhu, Org. Lett. 7 (2005) 239.
17. J. Epsztajn, A. Bieniek, J.A. Kowalska, Tetrahedron 47 (1991) 1697.
18. D. Cartwright, J.R. Ferguson, T. Giannopouls, et al. Tetrahedron 51 (1995) 12791.
19. R. Bernardi, B. Novo, G. Resnati, J. Chem. Soc. Perkin Trans. 1 (1996) 2517.
20. A.W. Chucholowski, S. Uhlendorf, Tetrahedron Lett. 31 (1990) 1949.
21. R. Nesi, D. Giomi, S. Papaleo, S. Turchi, J. Org. Chem. 57 (1992) 3713.
22. E. Rajanarendar, M. Srinivas, K. Ramu, Synth. Commun. 33 (2003) 3077.
23. T. Jagan Mohana Chary, A. Krishna Murthy, E. Rajanarendar, Indian J. Chem. 42B (2003) 1742.
24. E. Rajanarendar, D. Karunakar, P. Ramesh, et al. Heterocycl. Commun. 12 (2006) 355.
25. E. Rajanarendar, G. Mohan, P. Ramesh, et al. J. Heterocycl. Chem. 44 (2007) 215.
26. E. Rajanarendar, G. Mohan, P. Ramesh, et al. Tetrahedron Lett. 47 (2006) 4957.
27. E. Rajanarendar, M. Srinivas, P. Ramesh, et al. Indian J. Chem. 44B (2005) 1927.
28. E. Rajanarendar, P. Ramesh, E. Kalyan Rao, et al. Arkivoc xiv (2007) 266.
29. B. List, Synlett 11 (2001) 1675.
30. (a) G.T. Morgan, H.B. Burgers, J. Chem. Soc. (1921) 699;
31. (b) A.K. Murthy, K.S.R.K.M. Rao, N.V.S. Rao, Indian J. Appl. Chem. 35 (1972) 90.
32. C. Kashmia, Y. Yamamoto, Y. Tsuda, Heterocycles 6 (1977) 805.
33. (a) K.M. Reddy, C.J. Rao, A.K. Krishna Murthy, Indian J. Chem. 20 (1981) 997;
34. (b) K.M. Reddy, C.J. Rao, A.K. Krishna Murthy, Indian J. Chem. 24B (1985) 212;
35. 6; C, 60.00; H, 5.55; N, 7.77; Found: C, 60.03; H, 5.49; N, 7.75.
36. 8; C, 58.74; H, 4.19; N, 14.68; Found: C, 58.77; H, 4.22; N, 14.66. 4c: pale red crystalline solid, yield 81%, mp 211 °C. 4d: pale red crystalline solid, yield 82%, mp 202 °C. 4e: orange crystalline solid, yield 82%, mp 198 °C. 4f: orange crystalline solid, yield 81%, mp 190 °C. 4 g: pale red crystalline solid, yield 83%, mp 188 °C. 4 h: pale red crystalline solid, yield 80%, mp 217 °C. 4i: pale red crystalline solid, yield 82%, mp 223 °C. 4j: orange crystalline solid, yield 81%, mp 232 °C.