Trisannelation of Acrylates to 1,3,5-Benzenetricarboxylates by a Pd(OAc)2/HPMoV/CeCl3/O2 System

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• 作者：Ken-ichi Tamaso ; Yuji Hatamoto ; Satoshi Sakaguchi ; Yasushi Obora ; Yasutaka Ishii
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：April 27, 2007
• 年：2007
• 卷：72
• 期：9
• 页码：3603 - 3605
• 全文大小：58K
• 年卷期：v.72,no.9(April 27, 2007)
• ISSN：1520-6904

文摘

A new type of trisannelation reaction of acrylates throughacetal formation was developed by Pd(OAc)₂ combined withmolybdovanadophosphoric acid (HPMo₈V₄) and Lewis acidunder atmospheric dioxygen. Thus, the reaction of isobutylacrylate in the presence of Pd(OAc)₂, HPMo₈V₄, and CeCl₃under O₂ (1 atm) in MeOH/AcOH afforded isobutyl 1,3,5-benzenetricarboxylate in fair yield. The reaction was foundto proceed through the palladium-catalyzed acetalization ofacrylate with methanol followed by the trisannelation reactionof the resulting acetal promoted by CeCl₃.