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Volumn 64, Issue 37, 2008, Pages 8610-8617

Improved preparative route toward 3-arylcyclopropenes

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPROPANE DERIVATIVE;

EID: 48049121743     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.06.087     Document Type: Article
Times cited : (24)

References (85)
  • 1
    • 48049120008 scopus 로고    scopus 로고
    • For recent reviews, see:
    • For recent reviews, see:
  • 18
    • 48049122019 scopus 로고    scopus 로고
    • See, for example:
    • See, for example:
  • 34
    • 48049116713 scopus 로고    scopus 로고
    • Sherrill, W. M.; Rubin, M., unpublished results.
    • Sherrill, W. M.; Rubin, M., unpublished results.
  • 38
    • 48049124421 scopus 로고    scopus 로고
    • For formation of fumarates in Rh-catalyzed decomposition of diazoesters see, for example:
    • For formation of fumarates in Rh-catalyzed decomposition of diazoesters see, for example:
  • 46
    • 0037625814 scopus 로고    scopus 로고
    • For review, see:
    • For review, see:. Fedorynski M. Chem. Rev. 103 (2003) 1099
    • (2003) Chem. Rev. , vol.103 , pp. 1099
    • Fedorynski, M.1
  • 68
    • 48049099492 scopus 로고    scopus 로고
    • See, for example:
    • See, for example:
  • 76
    • 48049116943 scopus 로고    scopus 로고
    • Alnasleh, B. K.; Sherrill, W. M.; Rubin, M. Org. Lett., in press.
    • Alnasleh, B. K.; Sherrill, W. M.; Rubin, M. Org. Lett., in press.
  • 77
    • 48049109468 scopus 로고    scopus 로고
    • note
    • For small scale preparation of cyclopropene 9k in moderate yield, see Ref. 18.
  • 80
    • 48049099057 scopus 로고    scopus 로고
    • note
    • In a separate experiment it was demonstrated that bromoform can be readily reduced all the way to methane under the reaction conditions used for partial reduction of dibromocyclopropanes.
  • 81
    • 48049088179 scopus 로고    scopus 로고
    • note
    • We also attempted to prepare 3-methyl-3-(4-nitrophenyl)cyclopropene 9m; however, none of the explored routes provided the desired product. See Supplementary data for details.
  • 84
    • 48049112664 scopus 로고    scopus 로고
    • note
    • When the reaction is performed in larger scale, fractional distillation in vacuum can be used for isolation and purification of bromocyclopropanes 8.
  • 85
    • 48049096005 scopus 로고    scopus 로고
    • note
    • Short-path distillation or Kugelröhr distillation should be used for isolation of air-sensitive cyclopropenes 9. This distillation method is suitable for larger scale isolation of all described cyclopropenes.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.