Polyethylene glycol (PEG-400): A mild and efficient reaction medium for one-pot synthesis of 3-hydroxy-3-(pyridin-2-ylmethyl)indolin-2-ones

Tetrahedron Letters

Volumn 54, Issue 27, 2013, Pages 3503-3506

  Raghu, M ^a   Rajasekhar, M ^b   Chandra Obula Reddy, B ^a   Suresh Reddy, C ^b   Subba Reddy, B V ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

^b SRI VENKATESWARA UNIVERSITY   (India)

Author keywords

2 Methyl pyridine; Catalyst free conditions; Isatin; Polyethyleneglycol

Indexed keywords

3 HYDROXY 3 (PYRIDIN 2 YLMETHYL)INDOLIN 2ONE; INDOLE DERIVATIVE; MACROGOL 400; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; ONE POT SYNTHESIS;

EID: 84878564952     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2013.04.089     Document Type: Article

References (48)

1. T. Nakamura, S. Shirokawa, S. Hosokawa, A. Nakazaki, and S. Kobayashi Org. Lett. 8 2006 677
2. T. Kawasaki, M. Nagaoka, T. Satoh, A. Okamoto, R. Ukon, and A. Ogawa Tetrahedron 2004 60
3. K.A. Ubaidullaev, R. Shakirov, and S. Yunosov Khim. Prir. Soedin. 12 1976 553
4. H.B. Rasmussen, and J.K. MacLeod J. Nat. Prod. 60 1997 1152
5. K.A. Ubaidullaev, R. Shakirov, and S.Y. Yunosov Khim. Prir. Soedin. 12 1976 553
6. K. Monde, K. Sasaki, A. Shirata, and M. Takasugi Photochemistry 30 1991 2915
7. M. Suchy, P. Kutschy, K. Monde, H. Goto, N. Harada, M. Takasugi, M. Dzurilla, and E. Balentova J. Org. Chem. 66 2001 3940
8. J.I. Jimenez, U. Huber, R.E. Moore, and G.M.L. Atterson J. Nat. Prod. 62 1999 569
9. A. Frechard, N. Fabre, C. Pean, S. Montaut, M.-T. Fauvel, P. Rollin, and I. Fouraste Tetrahedron Lett. 42 2001 9015
10. C. Marti, and E.M. Carreira Eur. J. Org. Chem. 2003 2209
11. A.B. Dounay, and L.E. Overman Chem. Rev. 103 2003 2945
12. H. Lin, and S.J. Danishefsky Angew. Chem., Int. Ed. 42 2003 36
13. C.V. Galliford, and K.A. Scheidt Angew. Chem., Int. Ed. 46 2007 8748
14. P. Satyamaheshwar Curr. Bioact. Compd. 5 2009 20
15. G. Deng, and C.J. Li Org. Lett. 11 2011 1171
16. F. Kakiuchi, and T. Kochi Synthesis 2008 3013
17. I.V. Seregin, and V. Gevorgyan Chem. Soc. Rev. 36 2007 1173
18. L.C. Campeau, D.R. Stuart, and K. Fagnou Aldrichim. Acta 40 2007 35
19. X. Chen, X.S. Hao, E.C. Goodhue, and J.Q. Yu J. Am. Chem. Soc. 128 2006 6790
20. R. Niu, J. Xiao, T. Liang, and X. Li Org. Lett. 14 2012 676
21. T.A. Ramirez, B. Zhao, and Y. Shi Chem. Soc. Rev. 41 2012 931
22. H. Komai, T. Yoshino, S. Matsuguna, and M. Kanai Org. Lett. 13 2011 1706
23. M. Rueping, and N. Tolstoluzhsky Org. Lett. 13 2011 1095
24. C.C. Tsai, W.C. Shih, C.H. Fang, T.G. Ong, and G.P.A. Yap J. Am. Chem. Soc. 132 2010 11887
25. Y. Nakao, Y. Yamada, N. Kashihara, and T. Hiyama J. Am. Chem. Soc. 132 2010 13666
26. K.R. Campos Chem. Soc. Rev. 36 2007 1069
27. M. Tobisu, and N. Chatni Angew. Chem., Int. Ed. 45 2006 1683
28. J. Xie, H. Li, J. Zhou, Y. Cheng, and C. Zhu Angew. Chem., Int. Ed. 51 2012 1252
29. A. Iglesias, R. Alvarez, A. de Lera, and K. Muniz Angew. Chem., Int. Ed. 51 2012 1
30. O. Baudoin Chem. Soc. Rev. 40 2011 4902
31. T.W. Lyons, and M.S. Sanford Chem. Rev. 110 2010 1147
32. X. Chen, K.M. Engle, D.H. Wang, and J.Q. Yu Angew. Chem., Int. Ed. 121 2009 5196
33. H.M. Meshram, N.N. Rao, L.C. Rao, and N.S. Kumar Tetrahedron Lett. 53 2012 3963
34. G. Kamalakar, K. Komura, and Y. Sugi Ind. Eng. Chem. Res. 45 2006 6118
35. H. Weingaertner, and E.U. Franck Angew. Chem., Int. Ed. 44 2005 2672
36. For recent reviews on ionic liquids, see: R. Sheldon Chem. Commun. 2001 2399
37. H. Zhao, and S.V. Malhotra Aldrichim. Acta 35 2002 75
38. P. Wasserscheid, and W. Keim Angew. Chem., Int. Ed. 39 2000 3772
39. T. Welton Chem. Rev. 99 1999 2071
40. Y.R. Jorapur, and D.Y. Chi Bull. Korean Chem. Soc. 27 2006 345
41. Anastas, P. T. ACS Symposium Series 819: American Chemical Society, Washington, DC, 2202, p 1.
42. P.A. Greico Organic Synthesis in Water 1998 Blackie Acadamic & Professional London
43. C.J. Li, and T.H. Chan Organic Reactions in Aqueous Media 1997 Springer New York, NY pp 199-200
44. N.E. Leadbeater, and M. Marco Org. Lett. 4 2002 2973
45. N. Lingaiah, M. Raghu, and Y. Lingappa Tetrahedron Lett. 52 2011 3401
46. N. Lingaiah, M. Raghu, and Y. Lingappa Eur. J. Chem. 1 2010 228
47. N. Lingaiah, M. Raghu, and Y. Lingappa Synlett 2011 2730
48. N. Lingaiah, M. Raghu, and Y. Lingappa Tetrahedron Lett. 53 2012 1699