Synthesis of aryl-substituted piperidines by superacid activation of piperidones

…, M Garza, A Jones, S Mendoza

Index: Klumpp, Douglas A.; Garza, Manuel; Jones, Andre; Mendoza, Saray Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6702 - 6705

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Citation Number: 45

Abstract

Diarylpiperidines (8-12) may be prepared in good to excellent yields (80-99%) by the reaction of piperidones (3d-h) with benzene and the Bronsted superacid, trifluoromethanesulfonic acid (CF3SO3H, TfOH). Tropinone (6) and quinuclidone (7) also react in good yields with benzene in TfOH to give the condensation products (13 and 14). Ketal and acetal derivatives also give condensation products (8 and 24) upon reaction ...