ロジウム (((II) アザビニルカルベンをボロン酸でアリレーションする
Nicklas Selander1, Brady T Worrell, Stepan Chuprakov
1Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Journal of the American Chemical Society
|August 24, 2012
まとめ
新しい方法は,アザビニルカルベンと室温でロジウム触媒を用いて,効率的に2,2-ディアリルエナミンを生成します. その結果生成されるエナミンは,銅の触媒作用により,さらに代用されたインドルに変換することができる.
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:
- アザビニルカルベンは,反応性のある中間物質である.
- 2,2-ディアリルエナミンの効率的な合成は価値があります.
- 置換インドルは重要なヘテロサイクルの化合物である.
研究 の 目的:
- 2,2-ディアリルエナミンを合成するための新しい方法の開発.
- 現場で生成されたアザビニルカルベンを利用するために.
- 代用されたインドールへの後のサイクリングを調査する.
主な方法:
- 1-スルフォニル-1,2,3-トリアゾールから in situ で生成されたアザビニルカルベンのアリレーション.
- カーベンの生成とアリレーションのために,ロジウムカルボキシラート触媒の使用.
- 生成されたエナミンの銅触媒サイクリング.
主要な成果:
- 2,2-ディアリルエナミンの高効率でステレオ選択的合成が達成されました.
- 反応は環境温度で進行する.
- エナミンの代替インドルへの成功変換が実証された.
結論:
- 2,2-ディアリルエナミンを合成するための堅牢で汎用的な方法が確立されています.
- この方法論は,置換されたインドールへの経路を提供します.
- このアプローチは,有機合成のための貴重なツールを提供します.
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