Cascade Reaction between Methyl 3-Dehydroshikimate, Arylamines, and 2-Chloroalkyl Esters under Microwave Conditions: A Practical and Biomass-Based Synthesis of N-Aryl-1,4-benzoxazin-3-ones

Cascade Reaction between Methyl 3-Dehydroshikimate, Arylamines, and 2-Chloroalkyl Esters under Microwave Conditions: A Practical and Biomass-Based Synthesis of N-Aryl-1,4-benzoxazin-3-ones
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DOI:
10.1055/s-0033-1338606
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发表时间:
2014-03
期刊:
Synthesis
影响因子:
--
通讯作者:
Ensheng Zhang;Xu Tianlong;Wei Wen;Huang Tongkun;Mu Yuan;Weizhen Zeng;Yong Zou
Ensheng Zhang;Xu Tianlong;Wei Wen;Huang Tongkun;Mu Yuan;Weizhen Zeng;Yong Zou
中科院分区:
其他
文献类型:
--
作者:
Ensheng Zhang;Xu Tianlong;Wei Wen;Huang Tongkun;Mu Yuan;Weizhen Zeng;Yong Zou

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摘要以3-脱氢莽草酸甲酯(3-MHDS)为原料,通过脂肪族到芳香族的转化以及C-O和C-N的形成反应,合成了N-芳基-1,4-苯并恶嗪-3-酮化合物。在微波条件下,采用一锅法连续高效合成了N-芳基-1,4-苯并恶嗪-3-酮。
Abstract A biomass-based, metal- and ligand-free assembly of N-aryl-1,4-benzoxazin-3-ones from methyl 3-dehydroshikimate (3-MHDS), involving aliphatic to aromatic transformation followed by C–O and C–N forming reactions, is presented. A variety of N-aryl-1,4-benzoxazin-3-ones were efficiently synthesized in a one-pot consecutive manner under microwave conditions.