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Volumn , Issue 31, 2008, Pages 5226-5230

Nucleophilic trifluoromethylation of imines under acidic conditions

Author keywords

Fluorine; Imines; Schiff bases; Silicon; Trifluoromethylation

Indexed keywords


EID: 55049117569     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200800820     Document Type: Article
Times cited : (70)

References (61)
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    • 3-substituted amines, see: M. Sani, A. Volonterio, M. Zanda, ChemMedChem 2007, 2, 1693-1700.
    • 3-substituted amines, see: M. Sani, A. Volonterio, M. Zanda, ChemMedChem 2007, 2, 1693-1700.
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    • 3, see: a G. K. S. Prakash, A. K. Yudin, Chem. Rev. 1997, 97, 757-786;
    • 3, see: a) G. K. S. Prakash, A. K. Yudin, Chem. Rev. 1997, 97, 757-786;
  • 20
    • 20344370237 scopus 로고    scopus 로고
    • For reactions of nucleophilic trifluoromethylation by using other reagents, see: a
    • For reactions of nucleophilic trifluoromethylation by using other reagents, see: a) W. Xu, W. R. Dolbier Jr., J. Org. Chem. 2005, 70, 4741-4745;
    • (2005) J. Org. Chem , vol.70 , pp. 4741-4745
    • Xu, W.1    Dolbier Jr., W.R.2
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    • 0033517083 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1999, 38, 2252-2253;
    • (1999) Angew. Chem. Int. Ed , vol.38 , pp. 2252-2253
  • 30
    • 0034602143 scopus 로고    scopus 로고
    • 3/fluoride ion combination can deprotonate even terminal alkynes and acetonitrile, see: a M. Ishizaki, O. Hoshino, Tetrahedron 2000, 56, 8813-8819;
    • 3/fluoride ion combination can deprotonate even terminal alkynes and acetonitrile, see: a) M. Ishizaki, O. Hoshino, Tetrahedron 2000, 56, 8813-8819;
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    • The reaction of highly electrophilic α,α-difluoro-substituted N-arylketimine with Me3SiCF3 in the presence of Me4NF has recently been reported, see ref.[13d
    • [13d]
  • 59
    • 55049122365 scopus 로고    scopus 로고
    • The contribution of attack on the keto group did not exceed 1%, as judged by analysis of crude NMR spectra.
    • The contribution of attack on the keto group did not exceed 1%, as judged by analysis of crude NMR spectra.
  • 60
    • 55049094112 scopus 로고    scopus 로고
    • In fact, even benzaldehyde was found to be unreactive under the conditions of methods B and C. However, by using method A, trifluoromethylation occurred slowly with 20% conversion to the corresponding 2,2,2-trifluoro-1- phenylethanol
    • In fact, even benzaldehyde was found to be unreactive under the conditions of methods B and C. However, by using method A, trifluoromethylation occurred slowly with 20% conversion to the corresponding 2,2,2-trifluoro-1- phenylethanol.
  • 61
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    • [14b]
    • [14b]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.