Journal of medicinal chemistry

Synthesis of spiro [tetralin-2, 2'-pyrrolidine] and spiro [indan-2, 2'-pyrrolidine] derivatives as potential analgesics

PA Crooks, HE Rosenberg

Index: Crooks,P.A.; Rosenberg,H.E. Journal of Medicinal Chemistry, 1978 , vol. 21, # 6 p. 585 - 587

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Citation Number: 13

Abstract

Spiro [tetrah2, 2'-pyrrolidine](13) and spiro [6-methoxytetralin-2, 2'-pyrrolidine](17) were prepared by initial Michael condensation of 2-nitrotetralin and 6-methoxy-2-nitrotetralin, respectively, with methyl acrylate to give 7 and 8, both of which could be reductively cyclized to 10 and 11, followed by LiAlH4 reduction. Spiro [indan-2, 2'-pyrrolidine](15) was prepared in an analogous manner from 2-nitroindan, and spiro [6-hydroxytetrdin-2, 2'-pyrrolidine]( ...