アリルアジドをN原子源として使用した,Rh2 (((II)) -触媒化された分子内アリファティックC-H結合アミナーション反応
Quyen Nguyen1, Ke Sun, Tom G Driver
1Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.
Journal of the American Chemical Society
|April 24, 2012
まとめ
ロジウム触媒は,アリルアジドを用いた分子内C-Hアミネーションを可能にします. この反応は,多様な窒素源との非活性化アリファティック結合を効率的に機能化し,合成用途を拡大します.
科学分野:
- 有機化学 オーガニック・ケミストリー
- カタリシス カタリシス カタリシス
- 合成方法論 合成方法論
背景:
- 分子内C-Hアミネーションは,窒素を含む分子を作るための重要な変換です.
- 伝統的な方法は,事前に活性化された基板または厳しい条件を必要とする場合が多い.
- アリルアジドを窒素原子前駆体として使用するには,通常,効率的な金属ニトロンの形成のために,電子を取り除くグループが必要になります.
研究 の 目的:
- 活性化されていないアリファティックC-H結合の分子内アミネーションのための新しい触媒システムを開発する.
- ロジウム触媒C-H機能化における窒素源としてのアリルアジドの適用範囲を調査する.
- 様々なアリルアジドを用いたロジウム触媒によるC-Hアミネーションのメカニズムを調査する.
主な方法:
- ロジウム (((II) ディカルボキシラート複合体を触媒として使用する.
- アリルアジドを窒素原子の前駆体として利用する.
- 触媒条件下で反応する非活性化された第一,二次,三次アリファティックC-H結合.
主要な成果:
- 活性化されていないアリファティックC-H結合の分子内アミネーションの成功カタリシス.
- 電子が豊富なアリルアジドと電子が少ないアリルアジドの両方の有用性の実証.
- 幅広いアリルアジドからメタルニトロンの反応性中間物質の形成.
結論:
- ロジウム (((II) ディカルボキシラート複合体は,C-Hアミネーションの効果的な触媒である.
- 反応は様々なアリルアジドで効率的に進行し,以前の制限を克服しました.
- この方法論は,複雑な窒素を含む化合物を合成するための多用途な経路を提供します.
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