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镍/二茂钛催化的环氧苯乙烯亲电酰化偶联反应

Nickel/Titanocene-Catalyzed Electrophilic Acylation Coupling of Styrene Oxides.

作者信息

Li Jincan, Cao Chang, Wu Haihong, Dong Kaiwu

机构信息

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. China.

Shanghai Frontiers Science Center of Molecule Intelligent Syntheses, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, P. R. China.

出版信息

Org Lett. 2023 Sep 29;25(38):6959-6963. doi: 10.1021/acs.orglett.3c02402. Epub 2023 Sep 19.

Abstract

The cross-coupling of epoxides with acyl chlorides or anhydrides by a nickel/titanocene dual catalytic system is established. A variety of synthetically useful β-hydroxy ketones were obtained in good to high yields by using modified pyridine-oxazoline ligand. The reaction proceeds via the cooperation of titanocene-catalyzed ring-opening of epoxides and nickel-catalyzed acylation of the benzylic radical intermediate.

摘要

通过镍/二茂钛双催化体系实现了环氧化合物与酰氯或酸酐的交叉偶联反应。使用改性吡啶-恶唑啉配体,以良好至高收率得到了多种具有合成价值的β-羟基酮。该反应通过二茂钛催化的环氧化合物开环与镍催化的苄基自由基中间体的酰化反应协同进行。

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