Synthesis of benzocycloalkane derivatives as new conformationally restricted ligands for melatonin receptors

S Kloubert, M Mathé-Allainmat, J Andrieux…

Index: Kloubert; Mathe-Allainmat; Andrieux; Sicsic; Langlois Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 23 p. 3325 - 3330

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Citation Number: 16

Abstract

Benzocycloalkane derivatives 1–4 were synthesized as new conformationally restricted melatoninergic ligands. They were prepared by the reaction of the ketones 5 with diethylcyanophosphonate and the reduction of the corresponding cyano compounds or by the Wittig reaction and Curtius degradation to obtain the amines 8. The 1- Cyanobenzocyclobutane derivative was obtained by the benzyne cyclisation reaction. The ...