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アレンのC−H結合の銅触媒によるアリレーションの一般的な方法
Hien-Quang Do1, Rana M Kashif Khan, Olafs Daugulis
1Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA.
Journal of the American Chemical Society
|October 16, 2008
まとめ
新しい銅触媒法により,アリルハリドを用いた様々なヘテロサイクルのC−H結合とアレーンのアリル結合が可能になった. この進歩は,複雑な分子構造のための合成の可能性を拡大します.
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:
- C-H結合の機能化は,有機合成において極めて重要です.
- 銅触媒は,クロスカップリング反応のための多用途のプラットフォームを提供します.
研究 の 目的:
- sp(2) C−H結合のアリレーションのための一般的な銅触媒法を開発する.
- C-H アリレーションに対応する基板の範囲を拡大する.
主な方法:
- 銅で触媒化されたクロスカップリング反応.
- アリルハライドを結合パートナーとして利用した.
- アルコール酸化リチウムまたはリン酸カリウム (K3PO4) を,DMF,DMPU,またはDMF/キセレンなどの様々な溶媒の塩基として使用します.
主要な成果:
- 電子が豊富で,電子が少ないヘテロサイクル (例えば,アゾール,カフェイン,チオフェン,ベンゾフラン,ピリジン酸化物,ピリダジン,ピリミジン) を成功裏にアリレートします.
- 電子が少ないアレンを少なくとも2つの電子を取り除くグループでアリレーションした.
- 2つのアリル銅-フェナントロリン複合体の中間物質を合成した.
結論:
- 開発された方法は,銅で触媒化されたC-Hアリレーションの一般的なアプローチを提供します.
- この方法論は,さまざまなヘテロサイクルおよび芳香基板に対して有効です.
- 中間複合体の合成は,力学的な洞察を提供します.
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