EtAlCl2/2,6-Disubstituted Pyridine-Mediated Carboxylation of Alkenes with Carbon Dioxide

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• 作者：Shinya Tanaka ; Kota Watanabe ; Yuuki Tanaka ; Tetsutaro Hattori
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：June 3, 2016
• 年：2016
• 卷：18
• 期：11
• 页码：2576-2579
• 全文大小：340K
• 年卷期：0
• ISSN：1523-7052

文摘

α-Arylalkenes and trialkyl-substituted alkenes undergo carboxylation with CO₂ in the presence of EtAlCl₂ and 2,6-dibromopyridine to afford the corresponding α,β- and/or β,γ-unsaturated carboxylic acids. This reaction is suggested to proceed via the electrophilic substitution of EtAlCl₂ with the aid of the base, followed by the carbonation of the resulting ate complex. This reaction can be applied to terminal dialkylalkenes by using a mixture of 2,6-di-tert-butylpyridine and 2,6-dibromopyridine.