Synthesis of 4-Arylcoumarins via Cu-Catalyzed Hydroarylation with Arylboronic Acids

Synthesis of 4-Arylcoumarins via Cu-Catalyzed Hydroarylation with Arylboronic Acids
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DOI:
10.1021/ol802239n
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发表时间:
2008-12-18
期刊:
影响因子:
5.2
通讯作者:
Kirai, Naohiro
Kirai, Naohiro
中科院分区:
化学1区
文献类型:
--
作者:
Yamamoto, Yoshihiko;Kirai, Naohiro

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在2- 4mol%的CuOAc存在下,在邻位具有MOM保护的羟基的苯基丙酸甲酯在环境温度下在MeOH中与各种芳基硼酸进行氢化芳基化,导致在酸性处理后以高产率形成4-芳基香豆素。该方法有效地用于合成具有生物活性的天然和人工化合物。
In the presence of 2-4 mol % of CuOAc, methyl phenylpropiolates having a MOM-protected hydroxy group at the ortho position underwent hydroarylation with various arylboronic acids in MeOH at ambient temperature, resulting in the formation of 4-arylcoumarins in high yields after the acidic workup. This method was effectively used for the synthesis of biologically active natural and artificial compounds.