三次アミンの合成のための一般的なカルボニルアルキラティブアミネーション

Roopender Kumar¹, Nils J Flodén¹, William G Whitehurst¹

¹Department of Chemistry, University of Cambridge, Cambridge, UK.

Nature

|April 9, 2020

まとめ

この研究では,アルキル基とイミニウムイオンを用いた三次アルキラミンの合成のための新しい方法が導入されています. この可視光媒介のプロセスは,様々なアミン構造に,金属のない実用的な経路を提供します.

科学分野:

有機化学
合成化学

背景:

三次アルキラミンは医薬品,農薬,天然製品において極めて重要です.
カーボニル還元性アミネーションは主要な合成方法であるが,直接アルキル化変種がない.
既存の方法はアルキル断片とイミニウムイオンの直接結合に苦労しています.

研究の目的:

三次アルキラミンの実用的で一般的な合成を開発する.
新しい根基ベースのアプローチによって"カルボニルアルキラティブ・アミネーション"を達成する.
複合的三次アミンの合成のための多用途戦略を提供する.

主な方法:

シラン還元剤を用いた可視光光還元触媒を用いた.
アルキルラジカルとアルキル-イミニウムイオンを含む連鎖プロセスを採用した.
結合されたアルデヒド,二次アミン,アルキルハリドの金属のない変換.

主要な成果:

イミニウムイオンにアルキルラジカルを加えることで,様々な三次アルキラミンを合成しました.
実践的,一般的,そしてモジュール化された合成戦略を示した.
構造的な制約なしに,金属のない,操作的にシンプルな変換を達成しました.

結論:

三次アルキラミンの合成のための新しく効率的な方法を提示した.
根基ベースのアプローチは,以前のカルボニルアルキラティブアミネーション戦略の限界を克服します.
この多用途な方法は,複雑な三次アミンの効率的な合成を容易にする.

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