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Ruthenium-catalyzed reductive cyclization of nitroarenes with trialkylamines leading to quinolines |
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| Authors: | Chan Sik Cho Tae Kyung Kim Bok Tae Kim Tae-Jeong Kim Sang Chul Shim |
| Institution: | a Research Institute of Industrial Technology, Kyungpook National University, Taegu 702-701, South Korea b Department of Industrial Chemistry, College of Engineering, Kyungpook National University, Taegu 702-701, South Korea |
| Abstract: | Nitroarenes react with trialkylamines in the presence of a catalytic amount of a ruthenium catalyst together with tin(II) chloride dihydrate at 180 °C in an aqueous medium (toluene–H2O) to afford the corresponding quinolines in moderate to good yields. The catalytic pathway seems to be proceeded via a sequence involving initial reduction of nitroarenes to anilines, alkyl group transfer from alkylamines to anilines to form an imine, dimerization of imine, and heterocyclization. |
| Keywords: | C---N bond activation Reductive cyclization Ruthenium catalyst Nitroarenes Quinolines Trialkylamines |
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