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Synlett 1999; 1999(2): 210-212
DOI: 10.1055/s-1999-2590
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Aromatic Nucleophilic N-N Exchange Reaction of N,N-Dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine with Various Amines: A Facile Synthetic Method for 5,7-Bis(trifluoracetyl)-8-quinolylamines

Etsuji Okada* , Norikado Tsukushi
  • *Department of Chemical Science and Engineering, Faculty of Engineering, Kobe University, Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan; Fax +81(78)8 03-11 71; E-mail: okada@appchem.chme.kobe-u.ac.jp
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Publication Date:
31 December 1999 (online)

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Various 5,7-bis(trifluoroacetyl)-8-quinolylamines were synthesized in excellent yields by aromatic nucleophilic N-N exchange reaction of N,N-dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine with amines. Aromatic nucleophilic substitution with ethyl glycinate and subsequent base-catalyzed cyclodehydration afforded fluorine-containing 1H-pyrrolo[3,2-h]quinolines quantitatively.

aromatic nucleophilic substitution - trifluoracetylated compounds - quinolylamines - pyrroquinolines - amines

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