Unsaturated amines

16. Catalytic reactions of n-arylideneallylamines over aluminum-potassium and aluminum-chromium-potassium catalysts
  • Yu. S. Dol'skaya
  • G. Ya. Kondrat'eva
  • N. I. Golovina
Organic Chemistry

Conclusions

  1. 1.

    Over aluminum-potassium and aluminum-chromium-potassium catalysts at 250–350°C, N-arylideneallylamines isomerize to N-arylidenepropenylamines, cyclize to isoquinoline bases, and und ergo cracking. Their reactivity in any particular reaction is intimately related to their electronic structure and is controlled by the nature of the substituent in the benzene ring.

     
  2. 2.

    Catalytic dehydrocyclization of N-arylideneallylamines (N-arylidenepropenylamines) involves intramolecular electrophilic substitution; the formation of isoquinolines requires increased electron density on the ortho-carbon of the aromatic ring in ArCH=NCH2CH=CH2.

     

Keywords

Benzene Aromatic Ring Benzene Ring Isoquinoline Electrophilic Substitution 

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Copyright information

© Plenum Publishing Corporation 1978

Authors and Affiliations

  • Yu. S. Dol'skaya
    • 1
  • G. Ya. Kondrat'eva
    • 1
  • N. I. Golovina
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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