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Synthesis 1994; 1994(1): 77-82
DOI: 10.1055/s-1994-25409
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Cyclic Guanidines; V.1 Synthesis of Novel Benzodiazepinoid and Related Systems by Intramolecular Electrophilic Aromatic Substitution

Franz Esser* , Karl-Heinz Pook, Alain Carpy, Jean-Michel Léger
  • *Departments of Medicinal and Analytical Chemistry, Boehringer Ingelheim KG, D-55216 Ingelheim, Germany
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Publication Date:
17 September 2002 (online)

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A convenient route to pentacyclic benzodiazepines and quinoxalines is reported, which simultaneously represent cyclic guanidines. Five new heterocyclic ring systems are described and the rules governing the regioselectivity of some of the ring closure reactions are studied. The structure of one of the products is confirmed by X-ray analysis. Scope and versatility of the process are indicated by several examples.