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Efficient chemoselective hydrogenation of organic azides catalyzed by palladium nanoparticles with alkyne-derived homogeneous supports

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タイトル: Efficient chemoselective hydrogenation of organic azides catalyzed by palladium nanoparticles with alkyne-derived homogeneous supports
著者: Arai, Noriyoshi 著作を一覧する
Onodera, Nozomi 著作を一覧する
Ohkuma, Takeshi 著作を一覧する
キーワード: Palladium
Nanoparticles
Hydrogenation
Organic azide
Chemoselective
発行日: 2016年 9月14日
出版者: Elsevier
誌名: Tetrahedron Letters
巻: 57
号: 37
開始ページ: 4183
終了ページ: 4186
出版社 DOI: 10.1016/j.tetlet.2016.08.002
抄録: Catalytic chemoselective hydrogenation of organic azides using palladium nanoparticles stabilized by alkyne derivatives was studied. A broad range of aromatic and aliphatic azides were smoothly reduced to the corresponding amines in excellent yields with a quite small amount of the catalyst. Hydrogenation of 3-phenylpropylazide gave 3-phenylpropylamine almost quantitatively with a substrate-to-palladium molar ratio (S/Pd) of 12,900 under 8 atm of H-2. The reaction under 1 atm of H2 also proceeded smoothly with an S/Pd of 1000. Several reduction-sensitive functional groups, such as carbonyl, halide, benzylic OH, and aliphatic nitro were well tolerated under the reaction conditions. (C) 2016 Elsevier Ltd. All rights reserved.
Rights: © 2016. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
資料タイプ: article (author version)
URI: http://hdl.handle.net/2115/71461
出現コレクション:雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

提供者: 大熊 毅

 

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