Synthesis of phenalene and acenaphthene derivatives as new conformationally restricted ligands for melatonin receptors

C Jellimann, M Mathé-Allainmat…

Index: Jellimann; Mathe-Allainmat; Andrieux; Kloubert; Boutin; Nicolas; Bennejean; Delagrange; Langlois Journal of Medicinal Chemistry, 2000 , vol. 43, # 22 p. 4051 - 4062

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Citation Number: 36

Abstract

Conformationally restricted phenalene and acenaphthene derivatives 5 were synthesized from phenalen-1-one and acenaphthen-1-one derivatives using the Horner-Emmons reaction. The amines were prepared through the corresponding isocyanates by the Curtius reaction on the acids or by the reduction of the nitriles. Amido derivatives (R3= Me, Et, n-Pr, c- Pr) were prepared by acylation of the amines with the appropriate anhydrides or acid ...