銅触媒によるアルキルブロミドのトリフローロメチル化
David J P Kornfilt1, David W C MacMillan1
1Merck Center for Catalysis at Princeton University , Princeton , New Jersey 08544 , United States.
Journal of the American Chemical Society
|April 16, 2019
まとめ
この研究は,トリフローロメチル化のための新しい銅/フォトレドックス二重触媒システムを導入します. この方法はアルキルブロミドとトリフローロメチル群を効率的に結合させ,有機合成の新たな経路を提供している.
科学分野:
- 有機金属化学
- 光触媒
- 有機合成
背景:
- オーガノハリドに銅の酸化添加は難しい2電子プロセスである.
- フォトレドックス条件下で潜伏するシリルラジカルは,Cspの炭素-ブロミン結合に銅の正式な酸化添加を可能にします.
- これは,銅の酸化添加のための新しいパラダイムを表しています.
研究 の 目的:
- Csp-ブロミドのクロスカップリングのための銅/フォトレドックス二重触媒システムを提示する.
- アルキルブロミドをトリフローロメチル基と結合させる.
- トリフローロメチル化のための操作的にシンプルで堅牢なプロトコルを開発する.
主な方法:
- 銅とフォトレドックス触媒を含む二重触媒システムを使用する.
- Csp の炭素-ブロミン結合に 隠れたシリル基を 酸化添加する.
- 様々なアルキル,アルリル,ベンジル,ヘテロベンジルブロミドをトリフローロメチル源と反応させる.
主要な成果:
- Csp-ブロミドの銅触媒クロスカップリングが成功しました.
- アルキルブロミドのトリフローロメチル化のためのプロトコルを開発した.
- 多種多様なブロミドを相応のアルキル三メタンに変換した.
- 操作的にシンプルで堅固な合成方法を示した.
結論:
- 銅/フォトレドックス二重触媒システムは,トリフローロメチル化のための新しいアプローチを提供します.
- この方法は,容易に入手可能なブロミドからアルキルトリフローロメタンを合成する効率的な方法を提供します.
- このプロトコルは多用途で,様々なブロミド基板に適用でき,操作的にはシンプルです.
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