アルケンの銅触媒によるアミノトリフローロメチル化
Haiwen Xiao1, Haigen Shen1, Lin Zhu1
1Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis , Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , P. R. China.
Journal of the American Chemical Society
|July 9, 2019
まとめ
この研究では,銅触媒を用いたアルケンのアミノトリフローロメチル化のための新しい方法が導入されています. この反応は,新しい合成経路を提供して,高い地域選択性を持つ望ましい製品を生成します.
科学分野:
- 有機化学
- 合成化学
- カタリシス
背景:
- アミノトリフルオロメチル化は有機合成における重要な変換である.
- 既存の方法は,しばしば範囲,地域選択性,または反応条件の制限に直面します.
研究 の 目的:
- アルケンのアミノトリフルオロメチル化のための前例のないプロトコルの開発.
- 容易に入手可能な試薬と穏やかな条件を用いて,高収量と地域選択性を達成する.
主な方法:
- 銅 ((II) トリフラート (Cu ((OTf) 2) を触媒として使用する.
- トリフローロメチル源として (bpy) Zn ((CF3) 2) と窒素源としてN-fluorobis ((benzenesulfonyl) imide (NFSI) を使用する.
- 室温で様々なアルケーンと反応する.
主要な成果:
- このプロトコルは,アミノトリフローロメチル化製品に満足のいく収量を提供することに成功しました.
- 高度の地域選択性が観察され,特にCF3根付加反応で典型的に見られるものとは対照的であった.
- この方法は,広範囲の基板と優れた機能群互換性を示した.
結論:
- アルケンのアミノトリフルオロメチル化のための新しい効率的な方法が確立されています.
- 提案されたメカニズムは,アルキルラジカルトリフローロメチル化に続く最初のN-ラジカル添加を含みます.
- この研究は,複雑な有機フッ素化合物にアクセスするための貴重な新しいツールを提供します.
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