Mild and efficient iodination of aromatic compounds with trichloroisocyanuric acid/I2/Wet SiO2 system

Turkish Journal of Chemistry

Volumn 33, Issue 1, 2009, Pages 67-72

  Akhlaghinia, Batool ^a   Rahmani, Marzieh ^b  

^a DAMGHAN UNIVERSITY   (Iran)

^b FERDOWSI UNIVERSITY OF MASHHAD   (Iran)

Author keywords

Aromatic compound; Iodination; Trichloroisocyanuric acid; Wet SiO2

Indexed keywords

EID: 61849167441     PISSN: 13000527     EISSN: 13036130     Source Type: Journal    
DOI: None     Document Type: Article

References (41)

1. Merkushev, E. B. Synthesis 1988, 923-937.
2. Heck, R. F. Org. React. 1982, 27, 345.
3. Stille, J. K. Angew. Chem., Int. Ed. Engl. 1986, 25, 508-524.
4. Suzuki, A. Pure Appl. Chem. 1991, 63, 419-422.
5. Abderrazak, B.; Francisco, F.; Miguel, Y. Tetrahedron 1994, 50, 5139-5146.
6. Olah, G. A.;Wang, Q.; Sandford, G.; Prakash, G. K. J. Org. Chem. 1993, 58, 3194-3195.
7. th ed.; Wiley- Interscience: New York, 2000.
8. Morozov, S. V.; Shakirov, M. M.; Shubin, V. G. Zh. Org. Khim. 1981, 17, 154.
9. Wirth, H. O.; Konigstein, O.; Kern, W. Liebigs Ann. Chem. 1977, 42, 4049.
10. Ahmed, S.; Razaq, S. Tetrahedron 1976, 32, 503-506.
11. Bachki, A.; Foabelo, F.; Yus, M. Tetrahedron 1994, 50, 5139-5146.
12. Suzuki, H.; Nakamura, K.; Goto, R. Bull. Chem. Soc. Jpn. 1966, 39, 128-131.
13. Suzuki, H. Bull. Chem. Soc. Jpn. 1970, 43, 481-484.
14. Chaikovskii, V. K.; Novikov, A. N. Zh. Prikl. Khim. 1984, 57, 134; C. A. 1984, 100, 191452.
15. Chaikovskii, V. K., Novikov, V. T., Novikov, A. N. Garifullina, F. Sh. Zh. Obshch. Khim. 1985, 55, 893.
16. Shimizu, A.; Yamataka, K.; Isoya, T. Bull. Chem. Soc. Jpn. 1985, 58, 1611-1612.
17. Lulinski, P.; Skulski, L. Bull. Chem. Soc. Jpn. 1997, 70, 1665-1669.
18. Himizu, A.; Yamataka, K.; Isoya, T. Bull. Chem. Soc. Jpn. 1985, 58, 1611-1612.
19. Krassowska-Swiebocka, B.; Lulinski, P.; Skulski, L. Synthesis 1995, 926-928.
20. Ghalkorski, T. S.; Kharlova, V. D.; Filimonov; Saryacheva, T. A. Synthesis 1999, 5, 748-750.
21. Castanet, A.-S.; Colobert, F.; Broutin, P.-E. Tetrahedron Lett. 2002, 43, 5047-5048.
22. Sy, W.-W.; Lodge, B. A.; By, A.W. Synth. Commun. 1990, 6, 877-880.
23. Marko, Z.; Jerney, I.; Stogan, S. Tetrahedron Lett. 1997, 38, 6305-6306.
24. Carmen Carreno, M.; Garcia Ruano, J. L.; Sanz, G.; Toledo, M. A.; Urbano, A. Tetrahedron Lett. 1996, 37, 4081-4084.
25. Hajipour, A. R.; Arbabian, M.; Ruoho, A. E. J. Org. Chem. 2002, 67, 8622-8624.
26. Riego, J. M.; J.Org.Chem.2002,67, 8622-8624.
27. Sedin, Z.; Zaldivar, J. M.; Marziano, N. C.; Tortato, C. Tetrahedron Lett. 1996, 37, 513-516.
28. Turro, N. J. Tetrahedron 1987, 43, 1589-1616.
29. Zolfigol, SM. A.; Ghaemi, E.; Madrakian, E. Synlett. 2003, 191-194.
30. Zolfigol, M. A.; Madrakian, E.; Ghaemi, E. Synlett. 2003, 2222-2224.
31. Zolfigol, M. A.; Ghorbani-Choghamarani, A.; Hazarkhani, H. Synlett. 2002, 1002-1004.
32. Zolfigol, M. A.; Madrakian, E.; Ghaemi, E.; Mallakpour, S. E. Synlett. 2002, 1633-1636.
33. Firouzabadi, H.; Iranpoor, N.; Hazarkhani, H. Synlett. 2001, 1641; and references cited therein.
34. Xiog, Z. X.; Huang, N. P.; Zhong, P. Synth. Commun. 2001, 31, 245-248.
35. Ghorbani-Vaghei, R. Tetrahedron Lett. 2003, 44, 7529-7532.
36. Jafarzadeh, M.; Amani, K.; Nikpour, F. Can.J.Chem. 2005, 83, 1808-17.
37. Pourali, A. R.; Ghanei, M. Chinese Journal of Chemistry, 2006, 24, 1077-79.
38. Eraksina, V. N.; Maslennikova, L. V.; Shagalov, L. B.; Suvorov, N. N. Khim. Geterotsikl. Soedin. 1979, 11, 1564.
39. Sosnowski, M,; Skulski, L, Molecoules 2005,10, 401-6.
40. Koposov, A. Y.; Karimov, R. R.; Pronin, A. A.; Skrupskaya, T.; Yusobov, M. S.; Zhdankin, V. V. J.Org.Chem. 2006, 71, 9912-14.
41. th ed.; Merck & CO. INC.: New Jersey, USA, 1989, 8993.