A mild and convenient synthesis of quinoxalines via cyclization-oxidation process using DABCO as catalyst

Tetrahedron Letters

Volumn 51, Issue 19, 2010, Pages 2580-2585

  Meshram, H M ^a   Santosh Kumar, G ^a   Ramesh, P ^a   Chennakesava Reddy, B ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 DIAZABICYCLO[2.2.2]OCTANE; BROMIDE; DIAMINE; QUINOXALINE;

ARTICLE; CATALYST; CYCLIZATION; ELECTRON TRANSPORT; OXIDATION; REACTION ANALYSIS; SCREENING; SOLVENT EFFECT; SYNTHESIS;

EID: 77950344170     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.01.107     Document Type: Article

References (39)

1. Sakata G., Makino K., and Kurasawa Y. Heterocycles 27 (1988) 2481
2. Sato N. In: Katritzky A.R., Rees C.W., and Scriven E.F. (Eds). Comprehensive Heterocyclic Chemistry II (1996), Elsevier Science Ltd, Oxford 6 Chapter 6.03
3. Seitz L.E., Suling W.J., and Reynolds R.C. J. Med. Chem. 45 (2002) 5604
4. Gazit A., App H., McMahon G., Chen J., Levitzki A., and Bohmer F.D. J. Med. Chem. 39 (1996) 2170
5. In: Brown In J.D., Taylor C.E., and Wipf P. (Eds). The Chemistry of Heterocyclic Compounds Quinoxalines: Supplements II (2004), John Wiley and Sons, New Jersey
6. Katoh A., Yoshida T., and Ohkanda J. Heterocycles 52 (2000) 911
7. Thomas K.R.J., Velusamy M., Lin J.T., Chuen C.-H., and Tao Y.-T. Chem. Mater. 17 (2005) 1860
8. Dailey S., Feast W.J., Peace R.J., Sage I.C., Till S., and Wood E.L.J. Mater. Chem 11 (2001) 2238
9. Sascha O., and Ru diger F. Synlett. (2004) 1509
10. Crossley M.J., and Johnston L.A. Chem. Commun. (2002) 1122
11. Bhosale R.S., Sarda S.R., Andhapure S.S., Jadhav W.N., Bhusare S.R., and Pawar R.P. Tetrahedron Lett. 46 (2005) 7183
12. More S.V., Sastry M.N.V., and Yao C.-F. Green Chem. 8 (2006) 91
13. More S.V., Sastry M.N.V., Wang C.C., and Yao C.-F. Tetrahedron Lett. 46 (2005) 6345
14. Guo W.X., Jin H.L., Chen J.X., Chen F., Ding J.C., and Wu H.Y. J. Braz. Chem. Soc. 20 (2009) 1674
15. Aparicio D., Attanasi O.A., Filippone P., Ignacio R., Lillini S., Mantellini F., Palacios F., and de Lossantos J.M. J. Org. Chem. 71 (2006) 5897
16. Raw S.A., Wilfred C.D., and Taylor R.J.K. Org. Biomol. Chem. 2 (2004) 788
17. Kim S.Y., Park K.H., and Chung Y.K. Chem. Commun. (2005) 1321
18. Robinson R.S., and Taylor R.J.K. Synlett (2005) 1003
19. Singh S.K., Gupta P., Duggineni S., and Kundu B. Synlett (2003) 2147
20. Das B., Venkateswarlu K., Suneel K., and Majhi A. Tetrahedron Lett. 48 (2007) 5371
21. Madhav B., Narayana Murthy S., Prakash Reddy V., Rama Rao K., and Nageswar Y.V.D. Tetrahedron Lett. 50 (2009) 6025
22. Zorn Ch., Gnad F., Salmen S., Herpin T., and Reiser O. Tetrahedron Lett. 42 (2001) 7079
23. De Souza R.O.M.A., and Vas Concellos M.L.A.A. Catal. Commun. 5 (2003) 21
24. Krishna P.R., Sekhar E.R., and Kannan V. Tetrahedron Lett. 44 (2003) 4973
25. Kumar A., and Pawar S.S. Tetrahedron 59 (2003) 5019
26. Cecchi L., De Sarlo F., and Machetti F. Eur. J. Org. Chem. (2006) 4852
27. Bu X., Jing H., Wang L., Chang T., Jin L., and Liang Y. J. Mol. Catal. A: Chem. 259 (2006) 121
28. Sharafi T., and Heravi M.M. Phosphorus, Sulfur Silicon 179 (2004) 2437
29. Meshram H.M., Reddy P.N., Vishnu P., Sadhashiv K., and Yadav J.S. Tetrahedron Lett. 46 (2005) 6607
30. Meshram H.M., Reddy P.N., Vishnu P., Sadhashiv K., and Yadav J.S. Tetrahedron Lett. 47 (2006) 991
31. Meshram, H. M.; Kumar, D. A.; Prasad, B. R. V.; Goud, P. R. Helv.Chemi. Acta., in press.
32. Varma R.S., Saini R.K., and Meshram H.M. Tetrahedron Lett. 38 (1997) 6525
33. Meshram H.M., Srinivas D., and Yadav J.S. Tetrahedron Lett. 38 (1997) 8743
34. Meshram H.M., Reddy G.S., and Yadav J.S. Tetrahedron Lett. 38 (1997) 891
35. Meshram H.M., Reddy G.S., Reddy M.M., and Yadav J.S. Tetrahedron Lett. 39 (1998) 4103
36. Meshram H.M., Reddy B.C., and Goud P.R. Synth. Commun. 39 (2009) 2297
37. Fan M., Guo L., Liu X., Liu W., and Liang Y. Synthesis (2005) 391
38. 19
39. +1).