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Iron(III)-Mediated Oxysulfonylation of Enamides with Sodium and Lithium Sulfinates

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Figshare2020-02-04 更新2026-04-28 收录
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An iron-mediated vicinal difunctionalization of enamides and enecarbamates with sulfinic acid salts and alcohols is described. This reaction proceeds under mild conditions and furnishes the oxysulfonylated products in moderate to excellent yields. Moreover, the direct incorporation of sulfur dioxide into the sulfonylated products via organolithium chemistry has been achieved. The formed N-O-acetals are competent acylimine precursors. Their utilization as building blocks for the synthesis of biologically relevant β-amidosulfones is described as well.

本研究报道了一种铁介导的、以亚磺酸盐与醇为试剂的烯酰胺(enamides)及烯胺甲酸酯(enecarbamates)邻位双官能化反应。该反应条件温和,以中等至优异收率得到氧磺酰化产物。此外,本研究还通过有机锂化学策略,实现了将二氧化硫直接引入磺酰化产物中。所生成的N-O缩醛(N-O-acetals)是优良的酰亚胺前体,本研究同时报道了将这类化合物作为结构砌块,用于合成具有生物活性的β-酰胺砜类化合物的方法。

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2020-02-04
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