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Volumn 43, Issue 1, 2004, Pages 95-98

The Mechanism of Bu3SnH-Mediated Homolytic Aromatic Substitution

Author keywords

Azo compounds; Cyclization; Radical reactions; Radicals; Reaction mechanisms

Indexed keywords

RADICAL REACTIONS;

EID: 2442630750     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200352419     Document Type: Article
Times cited : (116)

References (21)
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    • A detailed list of references is supplied in the Supporting Information. Recent leading references include a) E. Bonfand, L. Forslund, W. B. Motherwell, S. Vázquez, Synlett 2000, 475-478; C. Escolano, K. Jones, Tetrahedron 2002, 58, 1453-1464; J. Marco-Contelles, M. Rodríguez-Fernández, Tetrahedron Lett. 2000, 41, 381-384; A. Nunez, A. G. de Viedma, V. Martínez-Barrasa, C. Burgos, J. Alvarez-Builla, Synlett 2002, 1093-1096; Review: A. Studer, M. Bossart in Radicals in Organic Synthesis, Vol. 2 (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim, 2001, pp. 62-80.
    • (2000) Synlett , pp. 475-478
    • Bonfand, E.1    Forslund, L.2    Motherwell, W.B.3    Vázquez, S.4
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    • A detailed list of references is supplied in the Supporting Information. Recent leading references include a) E. Bonfand, L. Forslund, W. B. Motherwell, S. Vázquez, Synlett 2000, 475-478; C. Escolano, K. Jones, Tetrahedron 2002, 58, 1453-1464; J. Marco-Contelles, M. Rodríguez-Fernández, Tetrahedron Lett. 2000, 41, 381-384; A. Nunez, A. G. de Viedma, V. Martínez-Barrasa, C. Burgos, J. Alvarez-Builla, Synlett 2002, 1093-1096; Review: A. Studer, M. Bossart in Radicals in Organic Synthesis, Vol. 2 (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim, 2001, pp. 62-80.
    • (2002) Tetrahedron , vol.58 , pp. 1453-1464
    • Escolano, C.1    Jones, K.2
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    • A detailed list of references is supplied in the Supporting Information. Recent leading references include a) E. Bonfand, L. Forslund, W. B. Motherwell, S. Vázquez, Synlett 2000, 475-478; C. Escolano, K. Jones, Tetrahedron 2002, 58, 1453-1464; J. Marco-Contelles, M. Rodríguez-Fernández, Tetrahedron Lett. 2000, 41, 381-384; A. Nunez, A. G. de Viedma, V. Martínez-Barrasa, C. Burgos, J. Alvarez-Builla, Synlett 2002, 1093-1096; Review: A. Studer, M. Bossart in Radicals in Organic Synthesis, Vol. 2 (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim, 2001, pp. 62-80.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 381-384
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    • A detailed list of references is supplied in the Supporting Information. Recent leading references include a) E. Bonfand, L. Forslund, W. B. Motherwell, S. Vázquez, Synlett 2000, 475-478; C. Escolano, K. Jones, Tetrahedron 2002, 58, 1453-1464; J. Marco-Contelles, M. Rodríguez-Fernández, Tetrahedron Lett. 2000, 41, 381-384; A. Nunez, A. G. de Viedma, V. Martínez-Barrasa, C. Burgos, J. Alvarez-Builla, Synlett 2002, 1093-1096; Review: A. Studer, M. Bossart in Radicals in Organic Synthesis, Vol. 2 (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim, 2001, pp. 62-80.
    • (2002) Synlett , pp. 1093-1096
    • Nunez, A.1    De Viedma, A.G.2    Martínez-Barrasa, V.3    Burgos, C.4    Alvarez-Builla, J.5
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    • (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim
    • A detailed list of references is supplied in the Supporting Information. Recent leading references include a) E. Bonfand, L. Forslund, W. B. Motherwell, S. Vázquez, Synlett 2000, 475-478; C. Escolano, K. Jones, Tetrahedron 2002, 58, 1453-1464; J. Marco-Contelles, M. Rodríguez-Fernández, Tetrahedron Lett. 2000, 41, 381-384; A. Nunez, A. G. de Viedma, V. Martínez-Barrasa, C. Burgos, J. Alvarez-Builla, Synlett 2002, 1093-1096; Review: A. Studer, M. Bossart in Radicals in Organic Synthesis, Vol. 2 (Eds.: P. Renaud, M. P. Sibi), Wiley-VCH, Weinheim, 2001, pp. 62-80.
    • (2001) Radicals in Organic Synthesis, Vol. 2 , vol.2 , pp. 62-80
    • Studer, A.1    Bossart, M.2
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    • See Table 1, Supporting Information
    • See Table 1, Supporting Information.
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    • D. P. Curran, H. Liu, J. Chem. Soc. Perkin Trans. 1 1994, 1377-1393; D. P. Curran, H. Yu, H. Liu, Tetrahedron 1994, 50, 7343-7366.
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    • note
    • The fact that reactions with iodoarenes[5] have been reported to proceed with substoichiometric amounts of AIBN indicates an alternative mechanism involving SET or possibly C-I homolysis.


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