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一种实现苯乙烯分子间支链选择性氢酰化反应的四重催化作用

A Quadruple Catalysis Enabling Intermolecular Branch-Selective Hydroacylation of Styrenes.

作者信息

Takekawa Yunosuke, Nakagawa Masanari, Nagao Kazunori, Ohmiya Hirohisa

机构信息

Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa, 920-1192, Japan.

Institute for Chemical Research, Kyoto University, Uji, Kyoto, 611-0011, Japan.

出版信息

Chemistry. 2023 Aug 15;29(46):e202301484. doi: 10.1002/chem.202301484. Epub 2023 Jul 17.

Abstract

A quadruple N-heterocyclic carbene/cobalt/photoredox/Brønsted base catalysis to realize branch-selective hydroacylation of styrenes with aromatic and aliphatic aldehydes is demonstrated. This protocol allows access to branched ketones from readily available materials in an atom-economical manner. The quadruple catalysis can transfer a formyl hydrogen of aldehydes as a hydrogen radical equivalent onto the terminal carbon of an alkene by controlled electron and proton transfers.

摘要

已证明一种四重氮杂环卡宾/钴/光氧化还原/布朗斯特碱催化作用,可实现苯乙烯与芳香族和脂肪族醛的支链选择性氢甲酰化反应。该方法能够以原子经济的方式从易得的原料制备支链酮。这种四重催化作用可通过可控的电子和质子转移,将醛的甲酰基氢作为氢自由基等价物转移到烯烃的末端碳上。

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