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Synlett 1995; 1995(6): 603-604
DOI: 10.1055/s-1995-5014
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Cyclodimerization of Quinoline Using Ac2O/Zn/THF Reagent: An Easy Entry to the Quinobenzazepine Skeleton

Micheline Grignon-Dubois* , Jean-Christophe Gauffre
  • *Laboratoire de Chimie Organique et Organométallique, CNRS URA 35, Université Bordeaux I, 351, Cours de la Libération, 33405 Talence-Cedex, France
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Publication Date:
31 December 2000 (online)

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Two original pentacyclic isomers containing the quinobenzazepine moiety were obtained in 79 % global yield by a one-step process starting from quinoline.

5,6,6a,7,13,13a-hexahydro-5,8-diacetyl-7,13-methano-quino[3,4-c][1]benzazepine - quinobenzazepine skeleton - cyclodimerization - quinoline - Zn/Ac2O/THF reagent

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