p-MeOC6H4N2+ BF4-/TiCl3: a novel initiator for halogen atom-transfer radical reactions in aqueous media

Tetrahedron Letters

Volumn 49, Issue 52, 2008, Pages 7380-7382

  Cao, Lidong ^a   Li, Chaozhong ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

BORIC ACID; HALOGEN; TITANIUM DERIVATIVE;

AQUEOUS SOLUTION; ARTICLE; ATOM TRANSFER RADICAL POLYMERIZATION; CYCLIZATION; LIQUID CULTURE; ROOM TEMPERATURE;

EID: 55549142150     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.10.070     Document Type: Article

References (53)

1. For reviews see:. Giese B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds (1986), Pergamon, Oxford, UK
2. Curran D.P. Synthesis (1988) 417 and 489
3. Jasperse C.P., Curran D.P., and Fevig T.L. Chem. Rev. 91 (1991) 1237
4. Melikyan G.G. Synthesis (1993) 833
5. Iqbal J., Bhatia B., and Nayyar N.K. Chem. Rev. 94 (1994) 519
6. Snider B.B. Chem. Rev. 96 (1996) 339
7. Curran D.P., Porter N.A., and Giese B. Sterochemistry of Radical Reactions (1996), VCH, Weinheim, Germany
8. Gansauer A., and Bluhm H. Chem. Rev. 100 (2000) 2771
9. In: Renaud P., and Sibi M.P. (Eds). Radicals in Organic Synthesis (2001), Wiley-VCH, Weinheim, Germany
10. Sibi M.P., Manyem S., and Zimmerman J. Chem. Rev. 103 (2003) 3263
11. Kharasch M.S., Skell P.S., and Fisher P. J. Am. Chem. Soc. 70 (1948) 1055
12. Kharasch M.S., Jensen E.V., and Urry W.H. Science 102 (1945) 128
13. Curran D.P., Bosch E., Kaplan J., and Newcomb M. J. Org. Chem. 54 (1989) 1826
14. Curran D.P., and Chang C.-T. J. Org. Chem. 54 (1989) 3140
15. Curran D.P., Chen M.-H., Spleterz E., Seong C.M., and Chang C.-T. J. Am. Chem. Soc. 111 (1989) 8872
16. Curran D.P., and Seong C.M. J. Am. Chem. Soc. 112 (1990) 9401
17. Curran D.P., and Tamine J. J. Org. Chem. 56 (1991) 2746
18. Curran D.P., and Kim D. Tetrahedron 47 (1991) 6171
19. Curran D.P., Kim D., and Ziegler C. Tetrahedron 47 (1991) 6189
20. Byers J. In: Renaud P., and Sibi M.B. (Eds). Radicals in Organic Synthesis Vol. 1 (2001), Wiley-VCH, Weinheim, Germany 72
21. Yorimitsu H., Nakamura T., Shinokubo H., and Oshima K. J. Org. Chem. 63 (1998) 8604
22. Yorimitsu H., Nakamura T., Shinokubo H., Oshima K., Omoto K., and Fujimoto H. J. Am. Chem. Soc. 122 (2000) 11041
23. Yorimitsu H., Shinokubo H., Matsubara S., Oshima K., Omoto K., and Fujimoto H. J. Org. Chem. 66 (2001) 7776
24. Ollivier C., Bark T., and Renaud P. Synthesis (2000) 1598
25. Yorimitsu H., Wakabayashi K., Shinokubo H., and Oshima K. Tetrahedron Lett. 40 (1999) 519
26. Yorimitsu H., Wakabayashi K., Shinokubo H., and Oshima K. Bull. Chem. Soc. Jpn. 74 (2001) 1963
27. Yang Z.-Y., and Burton D.J. J. Org. Chem. 56 (1991) 5125
28. Metzger J.O., and Mahler R. Angew. Chem., Int. Ed. Engl. 34 (1995) 902
29. Lübbers T., and Schäfer H.J. Synlett (1991) 861
30. Quebatte L., Scopelliti R., and Severin K. Angew. Chem., Int. Ed. 43 (2004) 1520
31. Gilbert B.C., Kalz W., Lindsay C.I., McGrail P.T., Parsons A.F., and Whittaker D.T.E. J. Chem. Soc., Perkin Trans. 1 (2000) 1187
32. Galli C. Chem. Rev. 88 (1988) 765
33. Murphy J.A. In: Renaud P., and Sibi M.B. (Eds). Radicals in Organic Synthesis Vol. 1 (2001), Wiley-VCH, Weinheim, Germany 299
34. Cannella R., Clerici A., Pastori N., Regolini E., and Porta O. Org. Lett. 7 (2005) 645
35. Clerici A., Cannella R., Panzeri W., Pastori N., Regolini E., and Porta O. Tetrahedron Lett. 46 (2005) 8351
36. Blank O., and Heinrich M.R. Eur. J. Org. Chem. (2006) 4331
37. Heinrich M.R., Blank O., and Wölfer S. Org. Lett. 8 (2006) 3323
38. Heinrich M.R., Blank O., and Wetzel A. J. Org. Chem. 72 (2007) 476
39. Blank O., Wetzel A., Ullrich D., and Heinrich M.R. Eur. J. Org. Chem. (2008) 3179
40. Wang J., and Li C. J. Org. Chem. 67 (2002) 1271
41. Fang X., Xia H., Yu H., Dong X., Chen M., Wang Q., Tao F., and Li C. J. Org. Chem. 67 (2002) 8481
42. Yu H., Wu T., and Li C. J. Am. Chem. Soc. 124 (2002) 10302
43. Liu L., Wang X., and Li C. Org. Lett. 5 (2003) 361
44. Yu H., and Li C. J. Org. Chem. 69 (2004) 142
45. Tang Y., and Li C. Org. Lett. 6 (2004) 3229
46. Liu L., Chen Q., Wu Y.-D., and Li C. J. Org. Chem. 70 (2005) 1539
47. Li Y., Liu J., Zhang L., Zhu L., and Hu J. J. Org. Chem. 72 (2007) 5824
48. Kryger R.G., Lorand J.P., Stevens N.R., and Herron N.R. J. Am. Chem. Soc. 99 (1977) 7589
49. Citterio A., Minisci F., and Vismara E. J. Org. Chem. 47 (1982) 81
50. Minisci F., Vismara E., and Fontana F. J. Org. Chem. 54 (1989) 5224
51. Heinrich M.R., Wetzel A., and Kirschstein M. Org. Lett. 9 (2007) 3833
52. Curran D.P., Martin-Esker A.A., Ko S.-B., and Newcomb M. J. Org. Chem. 58 (1993) 4691
53. Citterio A., and Minisci F. J. Org. Chem. 47 (1982) 1759