Ruthenium complex-catalyzed N-heterocyclization. Syntheses of N-substituted pyrroles and pyrrolidines from 1,4-diols and primary amines.

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概要

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• 2-Butyne-1,4-diol reacts with aliphatic amines in the presence of a catalytic amount of [RuCl<SUB>2</SUB>(PPh<SUB>3</SUB>)<SUB>3</SUB>] at 150 °C to give <I>N</I>-alkylpyrroles in good yields. 1,4-Butanediol reacts with aromatic or aliphatic amines to give <I>N</I>-substituted pyrrolidines in excellent yields; [RuCl<SUB>2</SUB>(PPh<SUB>3</SUB>)<SUB>3</SUB>] and [RuCl<SUB>3</SUB>·<I>n</I>H<SUB>2</SUB>O–3PBu<SUB>3</SUB>] are the best catalysts for aromatic and aliphatic amines, respectively. The reaction of 2-butene-1,4-diol with alkyl amines gives a 1:1 mixture of <I>N</I>-substituted pyrroles and pyrrolidines in high yield.

• 公益社団法人 日本化学会の論文

著者

• Tsuji Yasushi

  Department Of Energy And Hydrocarbon Chemistry Graduate School Of Engineering Kyoto University

• Watanabe Yoshihisa

  Department Of Basic Geriatrics Graduate School Of Medical Science Kyoto Prefectural University Of Medicine

• Huh Keun-Tae

  Department of Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University

• Yokoyama Yasuharu

  Department of Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University

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