ボラセン基アルキルボラートの直接刺激によるアルキルラジカルの生成
Yukiya Sato1, Kei Nakamura1, Yuto Sumida1,2
1Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
Journal of the American Chemical Society
|May 13, 2020
まとめ
オーガノボロン分子の可視光刺激はアルキル基を生成する. この方法は,有機分子に様々なC ((sp3) 断片を導入して,多様な炭素-炭素結合形成を可能にします.
科学分野:
- 有機化学
- 写真化学
- オーガノボロン化学
背景:
- アルキルラジカルは有機合成における重要な中間物質です.
- アルキル基を生成するには,しばしば厳しい条件や特定の前駆物質が必要です.
- 可視光による光還元触媒は 放射性物質の生成に より穏やかな代替手段を提供する.
研究 の 目的:
- 初級,二級,三級アルキル基を生成するための新しい方法を開発する.
- ボラセン基アルキルボラートの可視光刺激を用いて基質生成する.
- このプロトコルの適用性を様々なC−C結合形成反応で実証する.
主な方法:
- ボラセンのアルキルボラートによる可視光による直接刺激
- オーガノボロン分子の光物理的特徴
- 生成されたアルキルラジカルをデシアノアルキル化,ギゼー添加,およびニッケル誘導クロスカップリング反応に適用する.
主要な成果:
- 第3次,第2次,第1次アルキルラジカルの生成に成功した.
- デシアノアルキル化とギゼーズの加法反応におけるプロトコルの汎用性の実証.
- ニッケル触媒によるアルキル-アリルクロスカップリングとアルケンの近隣アルキル化が達成された.
結論:
- アルキルボラートから可視光媒介アルキルラジカル生成は実行可能な合成戦略です.
- この方法は,有機合成のための多様なC ((sp3) 断片へのアクセスを提供します.
- このプロトコルは 複雑な有機分子を作るために 温和で効率的なアプローチを提供します
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