Synthesis of novel α-acyloxycarboxamides containing vinylbis(silanes) through three-component Passerini reactions

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• 作者：Vahideh Raeisdasteh Hokmabad ; Hassan Abbasi…
• 关键词：Passerini reaction ; 4 ; [2 ; 2 ; bis(trimethylsilyl)ethenyl]benzaldehyde ; Carboxylic acid ; Isocyanide ; Water ; [bmim]BF4
• 刊名：Journal of the Iranian Chemical Society
• 出版年：2017
• 出版时间：March 2017
• 年：2017
• 卷：14
• 期：3
• 页码：665-670
• 全文大小：
• 刊物主题：Analytical Chemistry; Inorganic Chemistry; Physical Chemistry; Biochemistry, general; Organic Chemistry;
• 出版者：Springer Berlin Heidelberg
• ISSN：1735-2428
• 卷排序：14

文摘

A three-component efficient procedure is described for the synthesis of novel α-acyloxycarboxamides containing bis(trimethylsilyl)ethenyl group from 4-[2,2-bis(trimethylsilyl)ethenyl]benzaldehyde, aromatic carboxylic acids and isocyanides, via the Passerini reaction. This reaction proceeds smoothly and cleanly under mild conditions in H₂O and [bmim]BF₄ at room temperature and led to products in good yields. The silylated aldehyde was obtained via Peterson olefination reaction of terephthalaldehyde with tris(trimethylsilyl)methyllithium in THF at 0 °C.