銅/ABNO触媒によるアルコールとアミンのエアロビック酸化結合によるアミドの実用合成
Susan L Zultanski1, Jingyi Zhao1, Shannon S Stahl1
1Department of Chemistry, University of Wisconsin-Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States.
Journal of the American Chemical Society
|May 13, 2016
まとめ
新しい銅/ABNO触媒システムは,アルコールとアミンを空気を使って効率的に結合します. この方法は,優れた機能群耐性および迅速な反応時間を持つ多様なアミドへの広範なアクセスを提供します.
科学分野:
- 有機化学
- キャタリシス
- 合成方法論
背景:
- アミド結合形成は有機合成における基本的な変化である.
- 既存の方法はしばしば厳しい条件やステキオメトリック反応剤を必要とします.
- アミド合成のための効率的な触媒システムの開発は非常に望ましい.
研究 の 目的:
- アルコールとアミンをアミドにエアロビック酸化結合させるためのモジュール型触媒システムの開発.
- 開発された触媒システムの範囲と限界を調査する.
- 温和な条件下で効率的かつ迅速なアミド合成を達成する.
主な方法:
- モジュール式銅 (Cu)/9-アザビサイクロ[4.2.1]非-8-イル-N-酸化物 (ABNO) 触媒システムを使用した.
- 結合反応のエアロビック酸化条件が用いられている.
- 様々なベンジルアルコール/アリファティックアルコールとプライマリ/セカンダリーアミンとの反応を調査した.
主要な成果:
- アルコールとアミンの結合で二次および三次アミドを成功して合成した.
- ベンジルアルコール/アリファティックアルコールとプライマリ/セカンダリーアミンの4つの変異体全体で活性を証明した.
- 室温で30分から3時間以内に反応完了.
- すべての触媒成分は商業的に利用できる.
結論:
- Cu/ABNO触媒システムは,アミド合成のための効率的で汎用的な方法を提供します.
- この反応は,基板の範囲が広く,機能群の耐性が優れている.
- この方法論は,触媒性アミド結合形成の実用的な進歩を表しています.
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