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Direct Transformation of Secondary Amides into Secondary Amines: Triflic Anhydride Activated Reductive Alkylation

Xiao, Kai-Jiong ; Wang, Ai-E ; Huang, Pei-Qiang

Angewandte Chemie (International ed.), 2012-08, Vol.51 (33), p.8314-8317 [Periódico revisado por pares]

Weinheim: WILEY-VCH Verlag

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  • Título:
    Direct Transformation of Secondary Amides into Secondary Amines: Triflic Anhydride Activated Reductive Alkylation
  • Autor: Xiao, Kai-Jiong ; Wang, Ai-E ; Huang, Pei-Qiang
  • Assuntos: Activated ; Alkylation ; amide activation ; Amides ; Amides - chemistry ; Amines ; Amines - chemical synthesis ; Amines - chemistry ; Anhydrides ; Biocompatibility ; cerium ; CC bond formation ; Molecular Structure ; Reduction ; Reductive alkylation ; Synthesis ; synthetic methods ; Transformations
  • É parte de: Angewandte Chemie (International ed.), 2012-08, Vol.51 (33), p.8314-8317
  • Notas: NSF - No. 21072160; No. 20832005
    ark:/67375/WNG-72Q5N2RB-S
    The authors are grateful to the National Basic Research Program (973 Program) of China (Grant No. 2010CB833200), the NSF of China (21072160; 20832005), and the Fundamental Research Funds for the Central Universities of China (Grant No. 201112G001)for financial support, and for a Scholarship Award for Excellent Doctoral Student granted by Ministry of Education of China (2010). We are grateful to Prof. Dr. G. M. Blackburn for valuable discussions and to Y.-H. for the preparation of some starting materials.
    Fundamental Research Funds - No. 201112G001
    istex:B3A8B235012624317632531E46EECDECCAF0E532
    National Basic Research Program - No. 2010CB833200
    ArticleID:ANIE201204098
    The authors are grateful to the National Basic Research Program (973 Program) of China (Grant No. 2010CB833200), the NSF of China (21072160; 20832005), and the Fundamental Research Funds for the Central Universities of China (Grant No. 201112G001)for financial support, and for a Scholarship Award for Excellent Doctoral Student granted by Ministry of Education of China (2010). We are grateful to Prof. Dr. G. M. Blackburn for valuable discussions and to Y.‐H. for the preparation of some starting materials.
    ObjectType-Article-1
    SourceType-Scholarly Journals-1
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  • Descrição: Versatile and mild: The first general method for the title transformation has been developed (see scheme; 2‐F‐Py=2‐fluoropyridine; Tf=trifluorosulfonyl). The amines are synthesized in good yields and the ketimine intermediates can be isolated before the reduction. This method should find applications in the synthesis of nitrogen‐containing bioactive molecules and medicinal agents.
  • Editor: Weinheim: WILEY-VCH Verlag
  • Idioma: Inglês
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