Monatshefte für Chemie / Chemical Monthly

, Volume 127, Issue 11, pp 1167–1171 | Cite as

2-Substituted hexahydroacylanthranils: Synthesis and selective reactions with amines

  • G. Göndös
  • L. Gera
  • G. Dombi
  • G. Bernáth
Organische Chemie Und Biochemie
Received:
Accepted:

Summary

In contrast to their aromatic analogues, the corresponding saturated diamides5–9 are formed exclusively when hexahydro-3,1,4-benzoxazinones (3,4) are reacted with amines. The cyclodehydration reaction of the diamides5–9 cannot be carried out at arbitrarily high temperatures.

Keywords

Hexahydroacylanthranils Hexahydrobenzoxazinones Stereochemistry Ring-opening reaction 

2-Substituierte Hexahydroacylanthranile: Synthese und selektive Reaktionen mit Aminen

Zusammenfassung

Im Gegensatz zu den aromatischen Analoga bilden sich bei der Reaktion von Hexahydro-3,1,4-benzoxazinonen (3,4) mit Amien ausschließlich die entsprechenden gesättigten Diamide5–9. Die Cyclodehydrierungsreaktion der Diamide5–9 kann nicht bei beliebig hoher Temperatur durchgeführt werden.

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Copyright information

© Springer-Verlag 1996

Authors and Affiliations

  • G. Göndös
    • 1
  • L. Gera
    • 1
  • G. Dombi
    • 2
  • G. Bernáth
    • 2
  1. 1.Department of Organic ChemistryJózsef Attila UniversitySzegedHungary
  2. 2.Institute of Pharmaceutical ChemistryAlbert Szent-Györgyi Medical UniversitySzegedHungary

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