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通过高价碘介导的顺序串联氧化环化反应,在氧化锌(ZnO)催化下,直接构建 5-甲基-2-苯基异恶唑-3(2H)-酮,其中反应物为 3-氧代-N-苯基丁酰胺。

Direct construction of 5-methyl-2-phenylisoxazol-3(2H)-ones via hypervalent iodine mediated sequential tandem oxidative cyclization of 3-oxo-N-phenylbutanamides catalyzed by zinc oxide (ZnO).

机构信息

School of Chemistry and Life Science, Guangdong University of Petrochemical Technology, 139 of Guangdu Two Road, Maoming 525000, PR China.

出版信息

Org Biomol Chem. 2013 Jan 28;11(4):542-4. doi: 10.1039/c2ob27145a. Epub 2012 Dec 4.

Abstract

A sequential oxidative tandem cyclization reaction mediated by a combination of (diacetoxyiodo)benzene (DIB) with zinc oxide (ZnO) is presented for the synthesis of 5-methyl-2-phenylisoxazol-3(2H)-ones from β-ketobutylanilides. A variety of β-ketobutylanilide compounds were used in this approach, and a wide range of functionalized 5-methylisoxazol-3(2H)-ones were obtained in good to excellent yields.

摘要

本文报道了一种通过(二乙酰氧基碘)苯(DIB)与氧化锌(ZnO)组合介导的连续氧化串联环化反应,从β-酮丁酰苯胺出发合成 5-甲基-2-苯基异恶唑-3(2H)-酮的方法。该方法中使用了多种β-酮丁酰苯胺化合物,得到了一系列功能化的 5-甲基异恶唑-3(2H)-酮,产率良好至优秀。

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