Biomass-involved, facile and one-pot synthesis of N-aryl-2(3H)-benzoxazolones from methyl 3-dehydroshikimiate

Biomass-involved, facile and one-pot synthesis of N-aryl-2(3H)-benzoxazolones from methyl 3-dehydroshikimiate
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生物质参与,从3-脱氢莽草酸甲酯一锅法简单合成N-芳基-2(3H)-苯并恶唑酮

DOI:
10.1039/c4ra08233h
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发表时间:
2014-08
期刊:
影响因子:
3.9
通讯作者:
Yong Zou
Yong Zou
中科院分区:
化学3区
文献类型:
--
作者:
Tianlong Xu;Jun Li;Ming Yan;Yong Zou

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报道了一种微波辅助下生物质3-脱氢莽草酸甲酯(3-MDHS)、苯胺和双(三氯甲基)碳酸酯(BTC)连续反应合成N-芳基-2(3 H)-苯并恶唑酮的简便“一锅法”。该方案包括有效生成平台化合物N-芳基化2-氨基苯酚,然后由BTC诱导的平滑成环反应。该顺序过程代表了用于快速构建N-芳基-2(3 H)-苯并恶唑酮的无金属、可持续和官能团相容的方法。
A facile and one-pot method for the synthesis of N-aryl-2(3H)-benzoxazolones via microwave-assisted consecutive reactions between the biomass-derived methyl 3-dehydroshikimiate (3-MDHS), anilines and bis(trichloromethyl) carbonate (BTC) is reported. The protocol includes the efficient generation of the platform compounds N-arylated 2-aminophenols, followed by the smooth annulation reaction induced by BTC. This sequential process represents a metal-free, sustainable and functional group compatible method for the rapid construction of N-aryl-2(3H)-benzoxazolones.
DOI: 10.1016/j.tetlet.2011.06.049
发表时间: 2011-08
影响因子: 1.8
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