活性化されていないオレフィンと二次アルキルアミンの触媒的分子間水酸化
Andrew J Musacchio1, Brendan C Lainhart1, Xin Zhang1
1Department of Chemistry, Princeton University, Princeton, NJ 08544, USA.
Science (New York, N.Y.)
|February 18, 2017
まとめ
研究者たちは アルケーンにアミンを加え 炭素-窒素結合を効率的に形成する 新しい触媒方法を開発しました この光触媒的アプローチは,温和な条件下で有価なアミン製品を合成するための新しい経路を提供します.
科学分野:
- 有機化学
- 光触媒
- 合成方法論
背景:
- 活性化されていないアルケンの分子間水酸化は,単純なダイアルキルアミンで,有機合成における重要な課題である.
- 既存の方法は,これらの変換の効率性や地域選択性を欠いていることが多い.
研究 の 目的:
- 活性化されていないアルケンの二次アルキルアミンとの分子間水酸化のための効率的な触媒プロトコルを開発する.
- 炭素-窒素結合形成における完全なアンチ・マルコヴニコフ領域選択性を達成する.
- 従来の方法では入手できない三次アミン製品へのアクセスを提供する.
主な方法:
- アミン基板との電子移転のために興奮状態のイリジウム光触媒を使用する.
- 重要なアミニウムラジカルを生成する.
- 室温で可視光を照射する.
主要な成果:
- 各種のアルキルオレフィンに循環性および非循環性二次アルキルアミンを効率的に加える.
- テストされたすべての反応で完全なアンチ・マルコヴニコフ・地域選択性を示した.
- 幅広い機能群の許容性と軽度の反応条件 (室温,可視光) を示した.
- 従来の触媒で入手できない形式的にエンドルゴニックの三次アミン製品を合成した.
結論:
- 開発された光触媒プロトコルは,分子間水素酸化のための効率的で選択的な方法を提供します.
- このアプローチは伝統的な方法の限界を克服し,難しいアミン製品の合成を可能にします.
- この反応はリドックス中性で,原子経済的で,穏やかで持続的な条件下で進行します.
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