The transition metal-catalyzed N-alkylation and N-heterocyclization. A reductive transformation of nitroarenes into (dialkylamino)arenes and 2,3-dialkyl-substituted quinolines using aliphatic aldehydes under carbon monoxide.

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概要

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• The catalytic <I>N</I>-alkylation and <I>N</I>-heterocyclization of nitroarenes occur at 180 °C under a carbon monoxide pressure of 70 atm and in the presence of aldehyde and such transitionmetal complexes as rhodium and palladium complexes, thus giving 2,3-dialkyl-substituted quinolines and (dialkylamino)arenes in good yields. The product selectivity depends greatly on the catalysts: a binary catalyst, RhCl(PPh<SUB>3</SUB>)<SUB>3</SUB> and PdCl<SUB>2</SUB>, is effective for the <I>N</I>-heterocyclization, while [Rh<SUB>2</SUB>Cl<SUB>2</SUB>(cod)<SUB>2</SUB>] is effective for the <I>N</I>-alkylation.

• 公益社団法人 日本化学会の論文

著者

• SHIM Sang

  Department of Chemical Engineering, Polymer Technology Institute, Sungkyunkwan University

• Tsuji Yasushi

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

• Mitsudo Take-aki

  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

• Suzuki Naoki

  Department of Hydrocarbon Chemistry, Kyoto University

• SUZUKI Naoki

  Department of Agricultural Chemistry, Ibaraki University

• Tsuji Yasushi

  Department of Hydrocarbon Chemistry, Kyoto University

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