炭酸とアルキルハリドの交互結合
Craig P Johnston1, Russell T Smith1, Simon Allmendinger1
1Merck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, USA.
Nature
|August 19, 2016
まとめ
この研究は,直接の sp ((3) - sp ((3)) 結合形成のための新しいフォトレドックスとニッケル触媒法を導入する. 新しいクロスカップリング反応は単純なカルボキシル酸とアルキルハリドを使用し,効率的な合成のために事前機能化を避けます.
科学分野:
- 有機化学
- カタリシス
- 合成方法論
背景:
- 複合的な有機分子合成には 移行金属触媒によるクロスカップリング反応が不可欠です
- 2つのsp(3) -ハイブリッド化された炭素原子 (sp(3) -sp(3) の結合を形成することは,依然として重要な課題である.
- sp(3) - sp(3) カップリングの既存の方法は,しばしば難しい機能化前のステップを含み,効率が悪い.
研究 の 目的:
- 多用途で効率的な sp(3) -sp(3) クロスカップリング技術を開発する.
- 簡単に入手できる,ベンチ安定の有機機能群の直接結合を可能にします.
- ステップ・アンド・アトム・エコノミーや運用上の困難など,現在の方法の限界を克服する.
主な方法:
- フォトレドックスとニッケル触媒の組み合わせ
- 単純なカーボキシル酸を核愛結合パートナーとして利用する.
- アルキルハリドを電離結合体として使っている.
- 基板の前機能化や派生化の必要性を回避する.
主要な成果:
- カーボキシル酸とアルキルハリドを用いた sp(3) -sp(3) 結合の直接的形成を証明する.
- メタラフォトレドックスプロトコルは,主および二次カルボキシル酸の範囲に有効です.
- 商業的に利用可能な材料から 4段階の配列でチロフィバンを合成しました
結論:
- この新しいプロトコルは,sp ((3) -sp ((3)) 結合形成のための価値のある,広く適用可能な方法を提供します.
- このアプローチは,以前の方法と比較して,効率と操作の簡素性を向上させています.
- フォトレドックスとニッケル触媒を直接機能化戦略に統合する可能性を強調する.
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