α-トリアルキル-α-三次アミンのモジュール式光触媒合成

J Henry Blackwell¹, Georgia R Harris¹, Milo A Smith¹

¹Yusuf Hamied Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom.

Journal of the American Chemical Society

|September 22, 2021

まとめ

新しい多成分反応により,可視光光触媒を用いた多様なα-トリアルキル-α-三次アミンの直接合成が可能である. この方法は,薬用および合成化学のための貴重な化学的支架への多用途な経路を提供します.

科学分野:

有機化学
光触媒
合成方法論

背景:

α-トリアルキル-α-三次アミンは,生物学的に重要な化学空間における重要なモチーフである.
既存の合成方法はこれらの化合物に効率的にアクセスするのに苦労しています

研究の目的:

多種多様なα-トリアルキル-α-三次アミンを合成するための単純で多成分プロトコルを開発する.
この変換における可視光光触媒の利用を調査する.

主な方法:

ダイアルキルケトン,ベンジラミン,アルケーンを含む多成分反応.
イリジウム (III) コンプレックスを用いた可視光媒介光触媒.
ケチミンの単電子還元により,α-アミノラジカル中間産物が生成される.

主要な成果:

機能的および構造的に多様なα-トリアルキル-α-三次アミンの一連の成功合成.
α-アミノラジカルを含むギゼ型添加機構の実証.
1,5-水素原子移転によって促進された酸化還元中性経路の解明.

結論:

開発されたプロトコルは,これまで未開発のα-トリアルキル-α-三次アミンのエスカフォードに便利なアクセスを提供します.
この変換は合成化学者と医薬品化学者に非常に興味があります.
この方法は,価値あるアミン構造にアクセスするための汎用的なプラットフォームを提供します.

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