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Volumn 68, Issue 7, 2003, Pages 2960-2963

Radical ring closures of 4-isocyanato carbon-centered radicals

Author keywords

[No Author keywords available]

Indexed keywords

RADICAL RING CLOSURES;

EID: 0037419167     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo034002o     Document Type: Article
Times cited : (31)

References (29)
  • 2
    • 0030666083 scopus 로고    scopus 로고
    • See for example: Bowman, W. R.; Bridge, C. F.; Brookes, P. J. Chem. Soc., Perkin Trans. 1 2000, 1. Fallis, A. G.; Brinza, I. M. Tetrahedron 1997, 53, 17543.
    • (1997) Tetrahedron , vol.53 , pp. 17543
    • Fallis, A.G.1    Brinza, I.M.2
  • 3
    • 3142566785 scopus 로고    scopus 로고
    • Merenyi, G.; Lind, J.; Eberson, L. Acta Chem. Scand. 1998, 52, 62. Tlumak, R. L.; Day, J. C.; Slanga, J. P.; Skell, P. S. J. Am. Chem. Soc. 1982, 104, 7257. Koenig, T.; Wielesek, A. Tetrahedron Lett. 1975, 2007.
    • (1998) Acta Chem. Scand. , vol.52 , pp. 62
    • Merenyi, G.1    Lind, J.2    Eberson, L.3
  • 4
    • 0000780912 scopus 로고
    • Merenyi, G.; Lind, J.; Eberson, L. Acta Chem. Scand. 1998, 52, 62. Tlumak, R. L.; Day, J. C.; Slanga, J. P.; Skell, P. S. J. Am. Chem. Soc. 1982, 104, 7257. Koenig, T.; Wielesek, A. Tetrahedron Lett. 1975, 2007.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 7257
    • Tlumak, R.L.1    Day, J.C.2    Slanga, J.P.3    Skell, P.S.4
  • 5
    • 0242474545 scopus 로고
    • Merenyi, G.; Lind, J.; Eberson, L. Acta Chem. Scand. 1998, 52, 62. Tlumak, R. L.; Day, J. C.; Slanga, J. P.; Skell, P. S. J. Am. Chem. Soc. 1982, 104, 7257. Koenig, T.; Wielesek, A. Tetrahedron Lett. 1975, 2007.
    • (1975) Tetrahedron Lett. , pp. 2007
    • Koenig, T.1    Wielesek, A.2
  • 8
    • 0000163018 scopus 로고
    • Apparu, M.; Crandall, J. K. J. Org. Chem. 1984, 49, 2125. Crandall, J. K.; Ayers, T. A. Tetrahedron Lett. 1991, 32, 3659.
    • (1984) J. Org. Chem. , vol.49 , pp. 2125
    • Apparu, M.1    Crandall, J.K.2
  • 13
    • 0242642981 scopus 로고    scopus 로고
    • note
    • Alternatively, the cyclization might be considered as 6-exo. H-atom abstraction by the O-centered mesomer of 16 might afford an iminol that would tautomerize to 19.
  • 18
    • 0242391220 scopus 로고    scopus 로고
    • note
    • Alternatively, the equilibration might arise from closure of acyl radical 17 onto the arene followed by fragmentation leading to ring expansion. We thank a referee for this suggestion.


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