2,4,6-Tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine as a new recyclable hypervalent iodine(III) reagent for chlorination and oxidation reactions

Synlett

Volumn 24, Issue 16, 2013, Pages 2061-2066

  Thorat, Prerana B ^a   Bhong, Bhagyashree Y ^a   Karade, Nandkishor Y ^a  

^a RTM NAGPUR UNIVERSITY   (India)

Author keywords

(dichloroiodo)benzene; 135 triazine; chlorination; hypervalent iodine reagent; oxidation

Indexed keywords

1,2,4 THIADIAZOLE DERIVATIVE; 1,3 DIKETONE; 1,3,4 OXADIAZOLE DERIVATIVE; 2,4,6 TRICHLORO 1,3,5 TRIAZINE; 2,4,6 TRIS[(4 DICHLOROIODO)PHENOXY] 1,3,5 TRIAZINE; 4 IODOPHENOL; ALKENE; IODINE; PHENOL DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CHLORINATION; COLUMN CHROMATOGRAPHY; DIMERIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; SYNTHESIS;

EID: 84881505590     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0033-1339495     Document Type: Article

References (67)

1. Zhdankin V. V., Stang P. J. Chem. Rev.: 2008; 108 5299
2. Moriarty R. M. J. Org. Chem.: 2005; 70 2893
3. Zhdankin V. V., Stang P. J. Chem. Rev.: 2002; 102 2523
4. Grushin V. V. Chem. Soc. Rev.: 2000; 29 315
5. Stang P. J., Zhdankin V. V. Chem. Rev.: 1996; 96 1123
6. Zhdankin V. V. ARKIVOC: 2009; (i) 1
7. Ladziata U., Zhdankin V. V. ARKIVOC: 2006; (ix) 26
8. Drose P., Crozier A. R., Lashkari S., Gottfriedsen J., Blaurock S., Hrib C. G., Maichle-Moessmer C., Schaedle C., Anwander R., Edelmann F. T. J. Am. Chem. Soc.: 2010; 132 14046
9. Kalyani D., Satterfield A. D., Sanford M. S. J. Am. Chem. Soc.: 2010; 132 8419
10. Li X.-Q, Wang W.-K, Zhang C. Adv. Synth. Catal.: 2009; 351 2342
11. Weigand J. J., Burford N., Davidson R. J., Cameron T. S., Seelheim P. J. Am. Chem. Soc.: 2009; 131 17943
12. Yu J., Zhang C. Synthesis: 2009; 2324
13. Kalyani D., Sanford M. S. J. Am. Chem. Soc.: 2008; 130 2150
14. Wu Z. Synlett: 2008; 782
15. Zhao X.-F, Zhang C. Synthesis: 2007; 551
16. Salamant W., Hulme C. Tetrahedron Lett.: 2006; 47 605
17. Jin L.-M, Yin J.-J, Chen L., Guo C.-C, Chen Q.-Y. Synlett: 2005; 2893
18. Yusubov M. S., Drygunova L. A., Tkachev A. V., Zhdankin V. V. ARKIVOC: 2005; (iv) 179
19. Zanka A., Takeuchi H., Kubota A. Org. Process Res. Dev.: 1998; 2 270
20. Yusubov M. S., Yusubova R. J., Filimonov V. D., Chi K. W. Synth. Commun.: 2004; 34 443
21. Hossain M. D., Kitamura T. Synthesis: 2006; 1253
22. Teduka T., Togo H. Synlett: 2005; 923
23. Lei Z., Denecker C., Jegasothy S., Sherrington D. C., Slater N. K. H, Sutherland A. J. Tetrahedron Lett.: 2003; 44 1635
24. Chung W.-J, Kim D.-K, Lee Y.-S. Tetrahedron Lett.: 2003; 44 9251
25. Ficht S., Mülbaier M., Giannis A. Tetrahedron: 2001; 57 4863
26. Mülbaier M., Giannis A. Angew. Chem. Int. Ed.: 2001; 40 4393; Angew. Chem. 2001, 113, 4530
27. Sorg G., Mengel A., Jung G., Rademann J. Angew. Chem. Int. Ed.: 2001; 40 4395; Angew. Chem. 2001, 113, 4532
28. Rocaboy C., Gladysz J. A. Chem. Eur. J.: 2003; 9 88
29. Tesevic V., Gladysz J. A. Green Chem.: 2005; 7 833
30. Tesevic V., Gladysz J. A. J. Org. Chem.: 2006; 71 7433
31. Yusubov M. S., Funk T. V., Chi K.-W, Cha E.-H, Kim G. H., Kirschning A., Zhdankin V. V. J. Org. Chem.: 2008; 73 295
32. Yoshimura A., Banek C. T., Yusubov M. S., Nemykin V. N., Zhdankin V. V. J. Org. Chem.: 2011; 76 3812
33. Dohi T., Fukushima K., Kamitanaka T., Morimoto K., Takenaga N., Kita Y. Green Chem.: 2012; 14 1493
34. Tohma H., Maruyama A., Maeda A., Maegawa T., Dohi T., Shiro M., Morita T., Kita Y. Angew. Chem. Int. Ed.: 2004; 43 3595; Angew. Chem. 2004, 116, 3679
35. Dohi T., Maruyama A., Yoshimura M., Morimoto K., Tohma H., Shiro M., Kita Y. Chem. Commun.: 2005; 2205
36. More J. D., Finney N. S. Org. Lett.: 2002; 4 3001
37. Richardson R. D., Wirth T. Angew. Chem. Int. Ed.: 2006; 45 4402
38. Ochiai M., Miyamoto K. Eur. J. Org. Chem.: 2008; 4229
39. Dohi T., Kita Y. Chem. Commun.: 2009; 2073
40. Uyanik M., Ishihara K. Chem. Commun.: 2009; 208
41. Chen J. M., Zeng X. M., Middleton K., Zhdankin V. V. Tetrahedron Lett.: 2011; 52 1952
42. Šket B., Zupan M., Zupet P. Tetrahedron: 1984; 40 1603
43. Yusubov M. S., Drygunova L. A., Zhdankin V. V. Synthesis: 2004; 2289
44. Zeng X.-M, Chen J.-M, Yoshimura A., Middletonb K., Zhdankin V. V. RSC Adv.: 2011; 1 973
45. Saha B. K., Jetti R. K. R, Reddy S., Aitipamula S., Nangia A. Cryst. Growth Des.: 2005; 5 887
46. Saha B. K., Aitipamula S., Banerjee R., Nangia A., Jetti R. K. R, Boese R., Lam C. K., Mak T. C. W. Mol. Cryst. Liq. Cryst.: 2005; 440 295
47. Desiraju G. R. Acc. Chem. Res.: 2002; 35 565
48. Tully W. R., Gardner C. R., Gillespie R. J., Westwood R. J. Med. Chem.: 1991; 34 2060
49. Chen C., Senanayake C. H., Bill T. J., Larsen R. D., Verhoeven T. R., Reider P. J. J. Org. Chem.: 1994; 59 3738
50. Chan L.-H, Lee R.-H, Hsieh C.-F, Yeh H.-C, Chen C.-T. J. Am. Chem. Soc.: 2002; 124 6469
51. Lee Y.-Z, Chen X., Chen S.-A, Wei P.-K, Fann W.-S. J. Am. Chem. Soc.: 2001; 123 2296
52. Dabiri M., Salehi P., Baghbanzadeh M., Bahramnejad M. Tetrahedron Lett.: 2006; 47 6983
53. Mruthyunjayaswamy B. H. M, Shanthaveerappa B. K. Indian J. Heterocycl. Chem.: 1998; 8 31
54. Milcent R., Barbier G. J. Heterocycl. Chem.: 1983; 20 77
55. Werber G., Bucherri F., Noto R., Gentile M. J. Heterocycl. Chem.: 1977; 14 1385
56. Guin S., Ghosh T., Rout S. K., Banerjee A., Patel B. K. Org. Lett.: 2011; 13 5976
57. Rostamizadeh S., Ghasem Housaini S. A. Tetrahedron Lett.: 2004; 34 8753
58. Yang R.-Y, Dai L.-X. J. Org. Chem.: 1993; 58 3381
59. Rao V. S., Sekhar K. Synth. Commun.: 2004; 34 2153
60. Kumar D., Sundaree S., Johnson E. O., Shah K. Bioorg. Med. Chem. Lett.: 2009; 19 4492
61. Prakash O., Kumar M., Kumar R., Sharma C., Aneja K. R. Eur. J. Med. Chem.: 2010; 4252
62. Shang Z., Reiner J., Chang J., Zhao K. Tetrahedron Lett.: 2005; 46 2701
63. Shang Z. Synth. Commun.: 2006; 36 2927
64. Dobrota C., Paraschivescu C. C., Dumitru I., Matache M., Baciu I., Rut L. L. Tetrahedron Lett.: 2009; 50 1886
65. Yan M., Chen Z., Zheng Q. J. Chem. Research, Synop.: 2003; 618
66. Cheng D.-P, Chen Z.-C. Synth. Commun.: 2002; 32 2155
67. Patil P. C., Bhalerao D. S., Dangate P. S., Akamanchi K. G. Tetrahedron Lett.: 2009; 50 5820