Efficient and Selective Formation of Unsaturated Carboxylic Acids and Phenylacetic Acids from Diketene
Efficient and Selective Formation of Unsaturated Carboxylic Acids and Phenylacetic Acids from Diketene
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从双烯酮高效选择性地形成不饱和羧酸和苯乙酸
DOI：
10.1002/anie.201404816
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
M. Kimura
中科院分区：
文献类型：
--
作者：
T. Mori;Y. Akioka;H. Kawahara;R. Ninokata;G. Onodera;M. Kimura
镍催化剂促进双乙烯酮、炔和Me 2 Zn的多组分偶联反应，以优异的产率提供3-亚甲基-4-己烯酸。在类似的条件下，镍催化剂和Et 2Al（OEt）的组合促进环加成反应，所述环加成反应涉及炔的二聚以提供苯乙酸。在PPh 3存在下，通过[2+2+1+1]环加成反应，通过C → C键的断裂得到区域异构的苯乙酸。
A nickel catalyst promotes the multicomponent coupling reaction of diketene, an alkyne, and Me2Zn to provide 3‐methylene‐4‐hexenoic acids in excellent yields. Under similar conditions, the combination of the nickel catalyst and Et2Al(OEt) promotes a cycloaddition reaction involving dimerization of an alkyne to furnish phenylacetic acids. In the presence of PPh3, a formal [2+2+1+1] cycloaddition reaction proceeds to afford regioisomeric phenylacetic acids via cleavage of the CC bond.