Synthesis of functionalized 4-nitroanilines by ring transformation of dinitropyridone with enaminones |
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| Authors: | Saki Naito Soichi Yokoyama Haruyasu Asahara Nagatoshi Nishiwaki |
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| Institution: | 1. School of Environmental Science and Engineering, Kochi University of Technology, Tosayamada, Kami, Kochi 782-8502, Japan;2. Research Center for Material Science and Engineering, Kochi University of Technology, Tosayamada, Kami, Kochi 782-8502, Japan;3. Department of Applied Chemistry, Faculty of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan |
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| Abstract: | 2-Functionalized 4-nitroanilines were readily synthesized by ring transformation using 3,5-dinitro-2-pyridone and enaminones prepared from 1,3-dicarbonyl compounds and amines. Modification of the amino group and the ortho-position could be achieved by simply changing the enaminones. Using this strategy, functional groups such as acetyl, benzoyl, and ethoxycarbonyl groups could be introduced into the nitroaniline framework. |
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| Keywords: | Ring transformation Nitroaniline Dinitropyridone Enaminone Bicyclic intermediate |
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