Ruthenium complex catalyzed N-heterocyclization. Syntheses of N-substituted piperidines, morpholines, and piperazines from amines and 1, 5-diols

…, KT Huh, Y Ohsugi, Y Watanabe

Index: Tsuji, Yasushi; Huh, Keun-Tae; Ohsugi, Yukihiro; Watanabe, Yoshihisa Journal of Organic Chemistry, 1985 , vol. 50, # 9 p. 1365 - 1370

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Citation Number: 105

Abstract

1, 5-Pentanediol reacts with aliphatic and aromatic primary amines in the presence of a ruthenium catalyst modified with phosphine ligands to give N-substituted piperidines in fair to goods yields. The reactions were carried out at 15C-180" C for 5 h in dioxane. The nature of the phosphorus ligands has a remarkable effect on the catalytic activity. For the reaction of aromatic amines, triphenylphosphine is effective, while for aliphatic amines more basic ...