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フォト誘発の金属触媒のない芳香的フィンケルシュタイン反応

Lu Li^1,2, Wenbo Liu¹, Huiying Zeng¹

¹†Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 0B8, Canada.

Journal of the American Chemical Society

|June 19, 2015

まとめ

研究者らは,アリルイオジドを合成するための新しい写真誘発ハロゲン交換方法を発見した. この突破は,有機合成における以前の制限を克服し,価値ある機能化されたアリルイオジドへの軽い,金属のない経路を提供します.

科学分野:

有機化学オーガニック・ケミストリー
フォトケミストリーフォトケミストリー
薬用化学薬用化学について

背景:

軽度な条件下でアロマティック化合物を容易にヨウ素化することは,依然として重要な課題です.
光を用いた機能化されたアリルイオジドの合成は,以前は,その光活性性のために不可能と考えられていた.
アリルイオジドは,さまざまな光置換反応における重要な起始材料である.

研究の目的:

アリルイオジドを合成するための新しい方法を発見すること.
アリルまたはビニルハリドの光誘発ハロゲン交換反応を開発するために.
この合成を温和で,金属のない,触媒のない条件下で達成するために.

主な方法:

フォト誘発ハロゲン交換反応の開発.
アリルまたはビニルハライドを原料として利用する.
反応を室温でメタルやフォトレドックス触媒なしで実施する.

主要な成果:

アリルまたはビニルハライドで最初の光誘発ハロゲン交換の発見.
高収量で調製されたアリルヨウ酸化物の幅広い範囲.
反応は,非常に穏やかな環境で,室温で,触媒なしで進行します.
元素ヨウ素の触媒的量は,反応を著しく促進する.

結論:

新しく効率的な光誘発ハロゲン交換反応が確立されました.
この方法は,様々なアリルイオジドへの簡単で軽い,そして触媒のない経路を提供します.
この発見は,以前の限界を克服し,有機化学と医薬品化学の新たな可能性を提供します.

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