Nickel-Catalyzed Hydroacylation of Styrenes with Simple Aldehydes: Reaction Development and Mechanistic Insights
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- 作者：Li-Jun Xiao ; Xiao-Ning Fu ; Min-Jie Zhou ; Jian-Hua Xie ; Li-Xin Wang ; Xiu-Fang Xu ; Qi-Lin Zhou
- 刊名：Journal of the American Chemical Society
- 出版年：2016
- 出版时间：March 9, 2016
- 年：2016
- 卷：138
- 期：9
- 页码：2957-2960
- 全文大小：429K
- ISSN：1520-5126
文摘
The first nickel-catalyzed intermolecular hydroacylation reaction of alkenes with simple aldehydes has been developed. This reaction offers a new approach to the selective preparation of branched ketones in high yields (up to 99%) and branched selectivities (up to 99:1). Experimental data provide evidence for reversible formation of acyl–nickel–alkyl intermediate, and DFT calculations show that the aldehyde C–H bond transfer to a coordinated alkene without oxidative addition is involved. The origin of the reactivity and regioselectivity of this reaction was also investigated computationally, which are consistent with experimental observations.