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Volumn , Issue 15, 2005, Pages 2008-2010

Intramolecular iodoarylation reaction of alkynes: Easy access to derivatives of benzofused heterocycles

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE DERIVATIVE; HETEROCYCLIC COMPOUND; WATER;

EID: 18044377773     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b500303b     Document Type: Article
Times cited : (100)

References (45)
  • 2
    • 0003979828 scopus 로고    scopus 로고
    • Academic Press, London
    • (b) R. J. Sundberg, Indoles, Academic Press, London, 1996;
    • (1996) Indoles
    • Sundberg, R.J.1
  • 5
    • 10044248730 scopus 로고    scopus 로고
    • For a recent advance, showing the merit of ionic liquids to conduct the alkenylation of arenes by reaction with alkynes in the presence of metal triflates, see: (a) C. E. Song, D.-u. Jung, S. Y. Choung, E. J. Roh and S.-g. Lee, Angew. Chem. Int. Ed., 2004, 43, 6183;
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 6183
    • Song, C.E.1    Jung, D.-U.2    Choung, S.Y.3    Roh, E.J.4    Lee, S.-G.5
  • 24
    • 18044388435 scopus 로고    scopus 로고
    • note
    • 13C) spectroscopic and MS data. All new compounds 2 gave satisfactory elemental analysis and/or HRMS data, according to the proposed structures.
  • 26
    • 4344659549 scopus 로고    scopus 로고
    • (b) In a recent report using IC1, it was assumed that the iodoarylation processes should be applicable only to cyclize electron-rich and conjugated biaryl alkyne fragments, see: T. Yao, M. A. Campo and R. C. Larock, Org. Lett., 2004, 6, 2677. Clearly, this is not mandatory in our system, nor was it in our related previous work.
    • (2004) Org. Lett. , vol.6 , pp. 2677
    • Yao, T.1    Campo, M.A.2    Larock, R.C.3
  • 31
    • 0037435046 scopus 로고    scopus 로고
    • Recent reviews on SERMs: (a) V. C. Jordan, J. Med. Chem., 2003, 46, 883;
    • (2003) J. Med. Chem. , vol.46 , pp. 883
    • Jordan, V.C.1
  • 33
    • 18044396401 scopus 로고    scopus 로고
    • note
    • This is a relevant characteristic in order to further apply this methodology to the synthesis of compounds with structures related to those present in some SERMs. All compounds 1, were prepared according to standard procedures.
  • 36
    • 0036703508 scopus 로고    scopus 로고
    • For a recent review on stereoselective organic reactions in water, see: (a) U. M. Lindström, Chem. Rev., 2002, 102, 2751;
    • (2002) Chem. Rev. , vol.102 , pp. 2751
    • Lindström, U.M.1
  • 37
    • 9344254411 scopus 로고    scopus 로고
    • (b) for a recent example of enzymatically triggered halonium-promoted C-C bond-forming reactions in water, see: J. N. Carter-Franklin and A. Butler, J. Am. Chem. Soc., 2004, 126, 15060.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 15060
    • Carter-Franklin, J.N.1    Butler, A.2
  • 40
    • 18044394460 scopus 로고    scopus 로고
    • note
    • 2 (15 mL/1 mmol of alkyne) 2k was obtained in 30% isolated yield.
  • 41


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.