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Synthesis 1994; 1994(8): 832-836
DOI: 10.1055/s-1994-25584
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Synthesis of 2′-Arylazabicyclo-3-spiro-4′(5′)-imidazolines

Brendan Whelan* , Isabel Iriepa, Enrique Galvez
  • *Departamento de Química Orgánica, Universidad de Alcalá de Henares, Ctra. Madrid-Barcelona, Km. 33.6, E-28871 Madrid, Spain
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Publication History

Publication Date:
17 September 2002 (online)

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A method is described for the synthesis of a series of 2′-aryl-3-azabicyclospiro-4′ (5′)-imidazolines via the reaction of azabicyclic 1,2-diamines with aryl imidate salts. Competing reactions in the synthesis of the diamines such as the reduction of amino nitriles with LiAlH4 lead to some anomalous products. In the Pinner synthesis, unstable pyridine-type imidates were stabilized as their N-oxide derivatives.

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