還元条件下におけるディメチルアリルアミンのアリルボロンエステルとのニオ触媒交互結合
Zhi-Chao Cao1,2, Si-Jun Xie1, Huayi Fang1
1Department of Chemistry , Fudan University , Shanghai 200433 , China.
Journal of the American Chemical Society
|October 6, 2018
まとめ
この研究は,ニッケル触媒を用いて二甲基アリルアミンからビアリル構造を作り出すための効率的なスズキ-ミヤウラ結合を導入する. マグネシウムは,この新しい反応において,重要な減量剤と促進剤として作用し,事前活性化なしに高い収穫量を可能にします.
科学分野:
- 有機化学
- キャタリシス
- 合成方法論
背景:
- スズキ-ミヤウラ結合は,C-C結合形成の重要な方法である.
- アミンの直接のアリレーションには,しばしば指向グループまたは厳しい条件が必要です.
- 簡単に手に入るアミンからビアリル合成の効率的な方法を開発することが重要です.
研究 の 目的:
- ビアリル合成のための新しいスズキ-ミヤウラ結合を開発する.
- ダイメチルアリルアミンの結合を,指向グループや前活性化なしに達成する.
- 触媒サイクルにおけるマグネシウムの役割を明らかにする.
主な方法:
- ニッケル触媒によるスズキ・ミヤウラ結合反応
- 基板としてディメチルアリルアミンを利用した.
- マグネシウムは重要な添加物として使われています.
- 予備的なメカニズム研究を行いました
主要な成果:
- スズキ・ミヤウラ結合で ビアリル骨格を合成した
- ダイメチルアリルアミンの結合において高い効率を達成した.
- マグネシウムの減少剤と促進剤の二重な役割が示された.
- マグネシウムによって促進されたNi (I) /Ni (III) 触媒サイクルを確立した.
結論:
- ダイメチルアリルアミンの新しい効率的なNi-触媒スズキ-ミヤウラ結合が開発されました.
- マグネシウムは この変化を可能にするために 重要な二重の役割を担っています
- この方法は,ビアリル合成の簡素化されたアプローチを提供します.
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)
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