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Volumn 9, Issue 14, 2007, Pages 2677-2680

Formation of benzo-fused carbocycles by formal radical cyclization onto an aromatic ring

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EID: 34547441474     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol070849l     Document Type: Article
Times cited : (35)

References (48)
  • 1
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    • Typical examples of alkyl radical cyclization onto heteroaromatic rings: (a) Murphy, J. A.; Sherburn, M. S. Tetrahedron 1991, 47, 4077-4088.
    • Typical examples of alkyl radical cyclization onto heteroaromatic rings: (a) Murphy, J. A.; Sherburn, M. S. Tetrahedron 1991, 47, 4077-4088.
  • 11
    • 33645654618 scopus 로고    scopus 로고
    • Leading references to cyclization of aryl radicals onto aromatic rings: Clyne, M. A.; Aldaggagh, F. Org. Biomol. Chem. 2006, 4, 268-277.
    • Leading references to cyclization of aryl radicals onto aromatic rings: Clyne, M. A.; Aldaggagh, F. Org. Biomol. Chem. 2006, 4, 268-277.
  • 20
    • 7044286458 scopus 로고    scopus 로고
    • For cyclizations of β-dicarbonyl compounds
    • For cyclizations of β-dicarbonyl compounds: Snider, B. B. Chem. Rev. 1996, 96, 339-363.
    • (1996) Chem. Rev , vol.96 , pp. 339-363
    • Snider, B.B.1
  • 26
    • 0037419335 scopus 로고    scopus 로고
    • For a related approach to cyclization onto a cross-conjugated ketone, see
    • For a related approach to cyclization onto a cross-conjugated ketone, see: Villar, F.; Kolly-Kovac, T.; Equey, O.; Renaud, P. Chem.-Eur. J. 2003, 9, 1566-1577.
    • (2003) Chem.-Eur. J , vol.9 , pp. 1566-1577
    • Villar, F.1    Kolly-Kovac, T.2    Equey, O.3    Renaud, P.4
  • 29
    • 33845420852 scopus 로고    scopus 로고
    • Oxidation of trimethylsilyl ethers of paraaryl phenols is more efficient and gives yields in the range 66-82, Felpin, F.-X. Tetrahedron Lett. 2007, 48, 409-412. In our hands, the triisopropyl ether of para-propylphenol (cf. ref 11) did not react with PhI(OAc)2
    • 2.
  • 30
    • 37049084753 scopus 로고    scopus 로고
    • Cf.: McKillop, A.; McLaren, L.; Taylor, R. J. K. J. Chem. Soc., Perkin Trans. 1 1994, 2047-2048.
    • Cf.: McKillop, A.; McLaren, L.; Taylor, R. J. K. J. Chem. Soc., Perkin Trans. 1 1994, 2047-2048.
  • 31
    • 37049071536 scopus 로고    scopus 로고
    • Cf.: Pelter, A.; Ward, R. S.; Abd-El-Ghani, A. J. Chem. Soc., Perkin Trans. 1 1992, 2249-2251.
    • Cf.: Pelter, A.; Ward, R. S.; Abd-El-Ghani, A. J. Chem. Soc., Perkin Trans. 1 1992, 2249-2251.
  • 32
    • 0029939818 scopus 로고    scopus 로고
    • We examined t-BuOOH because a few examples of phenol oxidation in acceptable yield had been reported: (a) Murahashi, S.-I, Naota, T, Miyaguchi, N, Noda, S. J. Am. Chem. Soc. 1996, 118, 2509-2510
    • We examined t-BuOOH because a few examples of phenol oxidation in acceptable yield had been reported: (a) Murahashi, S.-I.; Naota, T.; Miyaguchi, N.; Noda, S. J. Am. Chem. Soc. 1996, 118, 2509-2510.
  • 34
    • 33746211332 scopus 로고    scopus 로고
    • We did not try the recently reported use of oxone it does not appear to give high yields in cases where the alkyl group on the phenol is larger than methyl, Carreño, M. C, González-López, M, Urbano, A. Angew. Chem, Int. Ed. 2006, 45, 2737-2741
    • We did not try the recently reported use of oxone (it does not appear to give high yields in cases where the alkyl group on the phenol is larger than methyl): Carreño, M. C.; González-López, M.; Urbano, A. Angew. Chem., Int. Ed. 2006, 45, 2737-2741.
  • 38
    • 34547484146 scopus 로고    scopus 로고
    • As judged by using bromide 25 as a test case.
    • As judged by using bromide 25 as a test case.
  • 39
    • 34547425079 scopus 로고    scopus 로고
    • 2 alone afforded a complex mixture of products.
    • 2 alone afforded a complex mixture of products.
  • 41
    • 0037078266 scopus 로고    scopus 로고
    • Review on applications of Bi(III) compounds: Leonard, N. M.; Wieland, I. C.; Mohan, R. S. Tetrahedron 2002, 58, 8373-8397.
    • Review on applications of Bi(III) compounds: Leonard, N. M.; Wieland, I. C.; Mohan, R. S. Tetrahedron 2002, 58, 8373-8397.
  • 42
    • 0028871641 scopus 로고    scopus 로고
    • Examples of 7-exo trigonal cyclization: (a) Moody, C. J.; Norton, C. L. Tetrahedron Lett. 1995, 36, 9051-9052.
    • Examples of 7-exo trigonal cyclization: (a) Moody, C. J.; Norton, C. L. Tetrahedron Lett. 1995, 36, 9051-9052.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.