Medium ring synthesis by radical ipso-substitution

Chemical Communications

Volumn , Issue 21, 2003, Pages 2658-2659

  Harrowven, David C ^a   L'Helias, Nathalie ^a   Moseley, Jonathan D ^b   Blumire, Nigel J ^a   Flanagan, Stuart R ^a  

^a UNIVERSITY OF SOUTHAMPTON   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

RADICAL;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; REACTION ANALYSIS; STRUCTURE ANALYSIS; SUBSTITUTION REACTION; SYNTHESIS; TECHNIQUE;

EID: 0242693970     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b309496k     Document Type: Article

References (36)

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17. A. Studer, M. Bossart and H. Steen, Tetrahedron Lett., 1998, 39, 8829; S. Amrein, M. Bossart, T. Vasella and A. Studer, J. Org. Chem., 2000, 65, 4281; M. L. E. N. da Mata, W. B. Motherwell and F. Ujjainwalla, Tetrahedron Lett., 1997, 38, 141; W. B. Motherwell and S. Vázquez, Tetrahedron Lett., 2000, 41, 9667; A. Ryokawa and H. Togo, Tetrahedron, 2001, 57, 5915; K. Wakabayashi, H. Yorimitsu, H. Shinokubo and K. Oshima, Org. Lett., 2000, 2, 1899; H. Amii, S. Kondo and K. Uneyama, Chem. Commun., 1998, 1845; C. R. A. Godfrey, P. Hegarty, W. B. Motherwell and M. K. Uddin, Tetrahedron Lett., 1998, 39, 723.
18. A. Studer, M. Bossart and H. Steen, Tetrahedron Lett., 1998, 39, 8829; S. Amrein, M. Bossart, T. Vasella and A. Studer, J. Org. Chem., 2000, 65, 4281; M. L. E. N. da Mata, W. B. Motherwell and F. Ujjainwalla, Tetrahedron Lett., 1997, 38, 141; W. B. Motherwell and S. Vázquez, Tetrahedron Lett., 2000, 41, 9667; A. Ryokawa and H. Togo, Tetrahedron, 2001, 57, 5915; K. Wakabayashi, H. Yorimitsu, H. Shinokubo and K. Oshima, Org. Lett., 2000, 2, 1899; H. Amii, S. Kondo and K. Uneyama, Chem. Commun., 1998, 1845; C. R. A. Godfrey, P. Hegarty, W. B. Motherwell and M. K. Uddin, Tetrahedron Lett., 1998, 39, 723.
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20. W. R. Bowman, A. J. Fletcher and G. B. S. Potts, J. Chem. Soc., Perkin Trans. 1, 2002, 2747; W. R. Bowman, C. F. Bridge, P. Brookes, M. O. Cloonan and D. C. Leach, J. Chem. Soc., Perkin Trans. 1, 2002, 58; R. Leardini, H. McNab, M. Minozzi and D. Nanni, J. Chem. Soc., Perkin Trans. 1, 2001, 1072; H. Senboku, H. Hasegawa, K. Orito and M. Tokuda, Tetrahedron Lett., 2000, 41, 5699; A. M. Rosa, A. M. Lobo, P. S. Branco and S. Prabhakar, Tetrahedron, 1997, 53, 285; H. Ishibashi, T. Kobayashi, S. Nakashima and O. Tamura, J. Org. Chem., 2000, 65, 9022; H. Ishibashi, K. Ohata, M. Niihara, T. Sato and M. Ikeda, J. Chem. Soc., Perkin Trans, 1, 2000, 547; S.-F. Wang, C.-P. Chuang, J.-H. Lee and S.-T. Liu, Tetrahedron, 1999, 55, 2273: H. Ishibashi, A. Toyao and Y. Takeda, Synlett, 1999, 1468; H. Ishibashi, T. Kobayashi and D. Takamasu, Synlett, 1999, 1286; L. Giraud, E. Lacôte and P. Renaud, Helv. Chim. Acta, 1997, 80, 2148; E. Bonfand, W. B. Motherwell, A. M. K. Pennell, M. K. Uddin and F. Ujjainwalla, Heterocycles, 1997, 46, 523; B. Alcaide and A. Rodríguez-Vicente, Tetrahedron Lett., 1998, 39, 6589.
21. W. R. Bowman, A. J. Fletcher and G. B. S. Potts, J. Chem. Soc., Perkin Trans. 1, 2002, 2747; W. R. Bowman, C. F. Bridge, P. Brookes, M. O. Cloonan and D. C. Leach, J. Chem. Soc., Perkin Trans. 1, 2002, 58; R. Leardini, H. McNab, M. Minozzi and D. Nanni, J. Chem. Soc., Perkin Trans. 1, 2001, 1072; H. Senboku, H. Hasegawa, K. Orito and M. Tokuda, Tetrahedron Lett., 2000, 41, 5699; A. M. Rosa, A. M. Lobo, P. S. Branco and S. Prabhakar, Tetrahedron, 1997, 53, 285; H. Ishibashi, T. Kobayashi, S. Nakashima and O. Tamura, J. Org. Chem., 2000, 65, 9022; H. Ishibashi, K. Ohata, M. Niihara, T. Sato and M. Ikeda, J. Chem. Soc., Perkin Trans, 1, 2000, 547; S.-F. Wang, C.-P. Chuang, J.-H. Lee and S.-T. Liu, Tetrahedron, 1999, 55, 2273: H. Ishibashi, A. Toyao and Y. Takeda, Synlett, 1999, 1468; H. Ishibashi, T. Kobayashi and D. Takamasu, Synlett, 1999, 1286; L. Giraud, E. Lacôte and P. Renaud, Helv. Chim. Acta, 1997, 80, 2148; E. Bonfand, W. B. Motherwell, A. M. K. Pennell, M. K. Uddin and F. Ujjainwalla, Heterocycles, 1997, 46, 523; B. Alcaide and A. Rodríguez-Vicente, Tetrahedron Lett., 1998, 39, 6589.
22. W. R. Bowman, A. J. Fletcher and G. B. S. Potts, J. Chem. Soc., Perkin Trans. 1, 2002, 2747; W. R. Bowman, C. F. Bridge, P. Brookes, M. O. Cloonan and D. C. Leach, J. Chem. Soc., Perkin Trans. 1, 2002, 58; R. Leardini, H. McNab, M. Minozzi and D. Nanni, J. Chem. Soc., Perkin Trans. 1, 2001, 1072; H. Senboku, H. Hasegawa, K. Orito and M. Tokuda, Tetrahedron Lett., 2000, 41, 5699; A. M. Rosa, A. M. Lobo, P. S. Branco and S. Prabhakar, Tetrahedron, 1997, 53, 285; H. Ishibashi, T. Kobayashi, S. Nakashima and O. Tamura, J. Org. Chem., 2000, 65, 9022; H. Ishibashi, K. Ohata, M. Niihara, T. Sato and M. Ikeda, J. Chem. Soc., Perkin Trans, 1, 2000, 547; S.-F. Wang, C.-P. Chuang, J.-H. Lee and S.-T. Liu, Tetrahedron, 1999, 55, 2273: H. Ishibashi, A. Toyao and Y. Takeda, Synlett, 1999, 1468; H. Ishibashi, T. Kobayashi and D. Takamasu, Synlett, 1999, 1286; L. Giraud, E. Lacôte and P. Renaud, Helv. Chim. Acta, 1997, 80, 2148; E. Bonfand, W. B. Motherwell, A. M. K. Pennell, M. K. Uddin and F. Ujjainwalla, Heterocycles, 1997, 46, 523; B. Alcaide and A. Rodríguez-Vicente, Tetrahedron Lett., 1998, 39, 6589.
23. W. R. Bowman, A. J. Fletcher and G. B. S. Potts, J. Chem. Soc., Perkin Trans. 1, 2002, 2747; W. R. Bowman, C. F. Bridge, P. Brookes, M. O. Cloonan and D. C. Leach, J. Chem. Soc., Perkin Trans. 1, 2002, 58; R. Leardini, H. McNab, M. Minozzi and D. Nanni, J. Chem. Soc., Perkin Trans. 1, 2001, 1072; H. Senboku, H. Hasegawa, K. Orito and M. Tokuda, Tetrahedron Lett., 2000, 41, 5699; A. M. Rosa, A. M. Lobo, P. S. Branco and S. Prabhakar, Tetrahedron, 1997, 53, 285; H. Ishibashi, T. Kobayashi, S. Nakashima and O. Tamura, J. Org. Chem., 2000, 65, 9022; H. Ishibashi, K. Ohata, M. Niihara, T. Sato and M. Ikeda, J. Chem. Soc., Perkin Trans, 1, 2000, 547; S.-F. Wang, C.-P. Chuang, J.-H. Lee and S.-T. Liu, Tetrahedron, 1999, 55, 2273: H. Ishibashi, A. Toyao and Y. Takeda, Synlett, 1999, 1468; H. Ishibashi, T. Kobayashi and D. Takamasu, Synlett, 1999, 1286; L. Giraud, E. Lacôte and P. Renaud, Helv. Chim. Acta, 1997, 80, 2148; E. Bonfand, W. B. Motherwell, A. M. K. Pennell, M. K. Uddin and F. Ujjainwalla, Heterocycles, 1997, 46, 523; B. Alcaide and A. Rodríguez-Vicente, Tetrahedron Lett., 1998, 39, 6589.
24. W. R. Bowman, A. J. Fletcher and G. B. S. Potts, J. Chem. Soc., Perkin Trans. 1, 2002, 2747; W. R. Bowman, C. F. Bridge, P. Brookes, M. O. Cloonan and D. C. Leach, J. Chem. Soc., Perkin Trans. 1, 2002, 58; R. Leardini, H. McNab, M. Minozzi and D. Nanni, J. Chem. Soc., Perkin Trans. 1, 2001, 1072; H. Senboku, H. Hasegawa, K. Orito and M. Tokuda, Tetrahedron Lett., 2000, 41, 5699; A. M. Rosa, A. M. Lobo, P. S. Branco and S. Prabhakar, Tetrahedron, 1997, 53, 285; H. Ishibashi, T. Kobayashi, S. Nakashima and O. Tamura, J. Org. Chem., 2000, 65, 9022; H. Ishibashi, K. Ohata, M. Niihara, T. Sato and M. Ikeda, J. Chem. Soc., Perkin Trans, 1, 2000, 547; S.-F. Wang, C.-P. Chuang, J.-H. Lee and S.-T. Liu, Tetrahedron, 1999, 55, 2273: H. Ishibashi, A. Toyao and Y. Takeda, Synlett, 1999, 1468; H. Ishibashi, T. Kobayashi and D. Takamasu, Synlett, 1999, 1286; L. Giraud, E. Lacôte and P. Renaud, Helv. Chim. Acta, 1997, 80, 2148; E. Bonfand, W. B. Motherwell, A. M. K. Pennell, M. K. Uddin and F. Ujjainwalla, Heterocycles, 1997, 46, 523; B. Alcaide and A. Rodríguez-Vicente, Tetrahedron Lett., 1998, 39, 6589.
25. W. R. Bowman, A. J. Fletcher and G. B. S. Potts, J. Chem. Soc., Perkin Trans. 1, 2002, 2747; W. R. Bowman, C. F. Bridge, P. Brookes, M. O. Cloonan and D. C. Leach, J. Chem. Soc., Perkin Trans. 1, 2002, 58; R. Leardini, H. McNab, M. Minozzi and D. Nanni, J. Chem. Soc., Perkin Trans. 1, 2001, 1072; H. Senboku, H. Hasegawa, K. Orito and M. Tokuda, Tetrahedron Lett., 2000, 41, 5699; A. M. Rosa, A. M. Lobo, P. S. Branco and S. Prabhakar, Tetrahedron, 1997, 53, 285; H. Ishibashi, T. Kobayashi, S. Nakashima and O. Tamura, J. Org. Chem., 2000, 65, 9022; H. Ishibashi, K. Ohata, M. Niihara, T. Sato and M. Ikeda, J. Chem. Soc., Perkin Trans, 1, 2000, 547; S.-F. Wang, C.-P. Chuang, J.-H. Lee and S.-T. Liu, Tetrahedron, 1999, 55, 2273: H. Ishibashi, A. Toyao and Y. Takeda, Synlett, 1999, 1468; H. Ishibashi, T. Kobayashi and D. Takamasu, Synlett, 1999, 1286; L. Giraud, E. Lacôte and P. Renaud, Helv. Chim. Acta, 1997, 80, 2148; E. Bonfand, W. B. Motherwell, A. M. K. Pennell, M. K. Uddin and F. Ujjainwalla, Heterocycles, 1997, 46, 523; B. Alcaide and A. Rodríguez-Vicente, Tetrahedron Lett., 1998, 39, 6589.
26. W. R. Bowman, A. J. Fletcher and G. B. S. Potts, J. Chem. Soc., Perkin Trans. 1, 2002, 2747; W. R. Bowman, C. F. Bridge, P. Brookes, M. O. Cloonan and D. C. Leach, J. Chem. Soc., Perkin Trans. 1, 2002, 58; R. Leardini, H. McNab, M. Minozzi and D. Nanni, J. Chem. Soc., Perkin Trans. 1, 2001, 1072; H. Senboku, H. Hasegawa, K. Orito and M. Tokuda, Tetrahedron Lett., 2000, 41, 5699; A. M. Rosa, A. M. Lobo, P. S. Branco and S. Prabhakar, Tetrahedron, 1997, 53, 285; H. Ishibashi, T. Kobayashi, S. Nakashima and O. Tamura, J. Org. Chem., 2000, 65, 9022; H. Ishibashi, K. Ohata, M. Niihara, T. Sato and M. Ikeda, J. Chem. Soc., Perkin Trans, 1, 2000, 547; S.-F. Wang, C.-P. Chuang, J.-H. Lee and S.-T. Liu, Tetrahedron, 1999, 55, 2273: H. Ishibashi, A. Toyao and Y. Takeda, Synlett, 1999, 1468; H. Ishibashi, T. Kobayashi and D. Takamasu, Synlett, 1999, 1286; L. Giraud, E. Lacôte and P. Renaud, Helv. Chim. Acta, 1997, 80, 2148; E. Bonfand, W. B. Motherwell, A. M. K. Pennell, M. K. Uddin and F. Ujjainwalla, Heterocycles, 1997, 46, 523; B. Alcaide and A. Rodríguez-Vicente, Tetrahedron Lett., 1998, 39, 6589.
27. W. R. Bowman, A. J. Fletcher and G. B. S. Potts, J. Chem. Soc., Perkin Trans. 1, 2002, 2747; W. R. Bowman, C. F. Bridge, P. Brookes, M. O. Cloonan and D. C. Leach, J. Chem. Soc., Perkin Trans. 1, 2002, 58; R. Leardini, H. McNab, M. Minozzi and D. Nanni, J. Chem. Soc., Perkin Trans. 1, 2001, 1072; H. Senboku, H. Hasegawa, K. Orito and M. Tokuda, Tetrahedron Lett., 2000, 41, 5699; A. M. Rosa, A. M. Lobo, P. S. Branco and S. Prabhakar, Tetrahedron, 1997, 53, 285; H. Ishibashi, T. Kobayashi, S. Nakashima and O. Tamura, J. Org. Chem., 2000, 65, 9022; H. Ishibashi, K. Ohata, M. Niihara, T. Sato and M. Ikeda, J. Chem. Soc., Perkin Trans, 1, 2000, 547; S.-F. Wang, C.-P. Chuang, J.-H. Lee and S.-T. Liu, Tetrahedron, 1999, 55, 2273: H. Ishibashi, A. Toyao and Y. Takeda, Synlett, 1999, 1468; H. Ishibashi, T. Kobayashi and D. Takamasu, Synlett, 1999, 1286; L. Giraud, E. Lacôte and P. Renaud, Helv. Chim. Acta, 1997, 80, 2148; E. Bonfand, W. B. Motherwell, A. M. K. Pennell, M. K. Uddin and F. Ujjainwalla, Heterocycles, 1997, 46, 523; B. Alcaide and A. Rodríguez-Vicente, Tetrahedron Lett., 1998, 39, 6589.
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