Nitrene-transfer reaction between azide and unsaturated ether in the presence of Pd(II) catalyst.
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概要
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Azidoformate reacted with allylic ethers to give 1-alkoxy-1-(alkoxycarbonylimino)alkane under catalysis by PdCl<SUB>2</SUB>(PhCN)<SUB>2</SUB>. The same imines were formed almost quantitatively by noncatalyzed reaction of the azide with the corresponding vinylic ethers. The rate of the catalyzed reaction was found to be first order each in the allylic ether and in the azide. Easiness of the imine formation from the allylic ethers depended on the nature of azide, decreasing in the order of N<SUB>3</SUB>SO<SUB>2</SUB>Me>N<SUB>3</SUB>CO<SUB>2</SUB>Me>N<SUB>3</SUB>Ph. Based on these results the most probable mechanism for the catalyzed reaction is proposed.
- 公益社団法人 日本化学会の論文
著者
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NAKA Hiroyuki
Department of Pediatrics, Nara Medical University
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Kosugi Masanori
Department Of Chemistry Faculty Of Engineering Gunma University
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Nakaido Setsuko
Department of Chemistry, Faculty of Technology, Gunma University
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Migita Toshihiko
Department of Chemistry, Faculty of Engineering, Gunma University
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Hongoh Kazuya
Department of Chemistry, Faculty of Technology, Gunma University
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Naka Hiroyuki
Department of Chemistry, Faculty of Technology, Gunma University
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