Copper-Catalyzed Carbonyl Group Controlled Coupling of Isatin Oximes with Arylboronic Acids To Prepare N-Aryloxindole Nitrones
Copper-Catalyzed Carbonyl Group Controlled Coupling of Isatin Oximes with Arylboronic Acids To Prepare N-Aryloxindole Nitrones
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铜催化羰基控制靛红肟与芳基硼酸偶联制备 N-芳基吲哚硝酮
DOI：
10.1002/ejoc.201701324
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发表时间：
2018
影响因子：
2.8
通讯作者：
Mo Dong-Liang
中科院分区：
文献类型：
--
作者：
Mo Xue-Ling;Chen Chun-Hua;Liang Cui;Mo Dong-Liang
通过在温和条件下使用靛红肟和芳基硼酸的铜催化偶联反应，以良好至优异的产率制备了多种 (E)-N-芳基吲哚硝酮。各种含有敏感官能团的芳基硼酸在转化过程中得到耐受，详细研究表明靛红肟的羰基可作为配体来控制(E)-羟吲哚硝酮的形成。这种制备(E)-N-芳基吲哚硝酮的方法很容易在克级规模上进行，并有效地用于高产率合成雌酮衍生的羟吲哚硝酮。
A variety of (E)‐N‐aryloxindole nitrones were prepared in good to excellent yields by using a copper‐catalyzed coupling reaction of isatin oximes and arylboronic acids under mild conditions. Various arylboronic acids that contain sensitive functional groups were tolerated in the transformation, and detailed studies show that the carbonyl group of the isatin oximes serves as a ligand to control the formation of the (E)‐oxindole nitrones. This method to prepare (E)‐N‐aryloxindole nitrones was easily performed on a gram scale and efficiently used to synthesize estrone‐derived oxindole nitrone in high yield.