메뉴 건너뛰기




Volumn 357, Issue 13, 2015, Pages 2939-2943

Copper-Catalyzed Trifluoromethylation of Aliphatic N-Arylhydrazones: A Concise Synthetic Entry to 2-Trifluoromethylindoles from Simple Aldehydes

Author keywords

fluorine; homogeneous catalysis; hydrazones; hypervalent compounds

Indexed keywords


EID: 84941806571     PISSN: 16154150     EISSN: 16154169     Source Type: Journal    
DOI: 10.1002/adsc.201500237     Document Type: Article
Times cited : (32)

References (59)
  • 22
    • 84887054513 scopus 로고    scopus 로고
    • For a review on the chemistry of trifluoromethyl ketones, see.
    • For a review on the chemistry of trifluoromethyl ketones, see:, C. B. Kelly, M. A. Mercadante, N. E. Leadbeater, Chem. Commun. 2013, 49, 11133.
    • (2013) Chem. Commun. , vol.49 , pp. 11133
    • Kelly, C.B.1    Mercadante, M.A.2    Leadbeater, N.E.3
  • 23
    • 84921791732 scopus 로고    scopus 로고
    • For an exhaustive review of trifluoromethylation reactions involving the Togni reagents, see.
    • For an exhaustive review of trifluoromethylation reactions involving the Togni reagents, see:, J. Charpentier, N. Früh, A. Togni, Chem. Rev. 2015, 115, 650.
    • (2015) Chem. Rev. , vol.115 , pp. 650
    • Charpentier, J.1    Früh, N.2    Togni, A.3
  • 25
    • 84877257777 scopus 로고    scopus 로고
    • for an extension of the methodology to the β-trifluoromethylation of α,β-unsaturated hydrazones, see
    • Angew. Chem. Int. Ed. 2013, 52, 5346; for an extension of the methodology to the β-trifluoromethylation of α,β-unsaturated hydrazones, see:
    • (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 5346
  • 30
    • 33746864043 scopus 로고    scopus 로고
    • For a general review of indole syntheses, see
    • G. R. Humphrey, J. T. Kuethe, Chem. Rev. 2006, 106, 2875. For a general review of indole syntheses, see
    • (2006) Chem. Rev. , vol.106 , pp. 2875
    • Humphrey, G.R.1    Kuethe, J.T.2
  • 32
    • 84941805155 scopus 로고    scopus 로고
    • For other recent examples of heterocycle synthesis through cyclization of enolizable hydrazones, see: pyrazoles
    • For other recent examples of heterocycle synthesis through cyclization of enolizable hydrazones, see: pyrazoles:
  • 38
    • 84941810049 scopus 로고    scopus 로고
    • By-products supposedly originate from competitive N-dealkylation pathways that are not yet fully understood. Further mechanistic studies are currently underway to better understand the observed behaviour of aliphatic aldehyde N,N-dialkylhydrazones; see the Supporting Information.
    • By-products supposedly originate from competitive N-dealkylation pathways that are not yet fully understood. Further mechanistic studies are currently underway to better understand the observed behaviour of aliphatic aldehyde N,N-dialkylhydrazones; see the Supporting Information.
  • 42
    • 84941806139 scopus 로고    scopus 로고
    • 1052522 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via, see also the Supporting Information.
    • CCDC 1052522 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif, see also the Supporting Information.
    • CCDC
  • 57
    • 84941807990 scopus 로고    scopus 로고
    • Previous examples of Fischer (2-trifluoromethyl)indole syntheses were limited to free (NH)-indole derivatives
    • Previous examples of Fischer (2-trifluoromethyl)indole syntheses were limited to free (NH)-indole derivatives:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.