非活性化されたトリフローロメチラーエンの選択C-F機能化

David B Vogt¹, Ciaran P Seath¹, Hengbin Wang¹

¹Department of Chemistry and Winship Cancer Institute , Emory University , Atlanta 30322 , Georgia , United States.

Journal of the American Chemical Society

|August 2, 2019

まとめ

新しい方法は,トリフローロメチルアレンから二酸化アルキロマティックを合成する. この方法では高価な反応剤は避けられ医薬品や農薬用の有価なフッ素化合物が生成されます

科学分野:

有機化学
フッ素化学
合成方法論

背景:

薬剤や農薬に重要な役割を果たしています
アリル-CF2合成のための既存の方法は,しばしば高価な,原子非経済的反応剤を使用します.
ケトンとアルデヒドの脱酸化は一般的だが非効率的な経路である.

研究の目的:

アリル-CF2Rとアリル-CF2H化合物を合成するための一般的で効率的な方法を開発する.
トリフローロメチルアレン前駆体を二酸化するために活性化します.
現在のデオキシフルオリネーション方法の代替手段を提供すること.

主な方法:

エンドルゴン電子移転によるトリフローロメチルアレン前体活性化.
アレンのアニオンの生成
中間物質の断片化により,ジフロベンジル基が形成される.
アルケーンや水素原子で根幹を遮断する

主要な成果:

アリル-CF2Rおよびアリル-CF2H化合物を合成するための一般的な方法が確立されました.
この戦略は,すぐに利用可能なトリフローロメチルアレン前駆体を使用しています.
多種多様な二酸化アルキロマチンは,根幹の傍受によって合成された.

結論:

開発された方法は,有価な二酸化フッ素の芳香化合物への効率的で汎用的な経路を提供します.
このアプローチは,従来の脱酸化フッ素化技術の限界を回避します.
この方法論は,様々な産業の主要なフッ素化構成要素へのアクセスを拡大します.

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