Reaction of 3-[2'-tetrahydropyranyl (furanyl) thio] indole with silver ion

TD Lee, MV Pickering, GD Daves Jr

Index: Lee,T.D. et al. Journal of Organic Chemistry, 1974 , vol. 39, p. 1106 - 1109

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Citation Number: 6

Abstract

The results of this study allow the construction of Scheme I, which indicates the general features of the silver ion catalyzed reactions of 1. The products isolated, irrespective of reaction conditions (ie, 4, 6, 8, 9), all possess a 2'-tetrahydropyranyl (furany1) substituent on the indole nitrogen.. The formation of such “rearrangement” products clearly must occur via an intermolecular pathway. The probable presence in solution of the secondary ...