Concise Synthesis of Asymmetrically 4,5-Disubstituted 9,9-Dimethyl-9H-xanthenes
Concise Synthesis of Asymmetrically 4,5-Disubstituted 9,9-Dimethyl-9H-xanthenes
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不对称4,5-二取代9,9-二甲基-9H-呫吨的简明合成
DOI：
10.1055/s-0034-1379368
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发表时间：
2015
期刊：
影响因子：
--
通讯作者：
M. Hayashi
中科院分区：
文献类型：
--
作者：
R. Matsubara,* M. Koide;Y.-S. Shin;T. Shimada;M. Hayashi
报道了一种不对称4，5-二取代9，9-二甲基-9H-氧杂蒽的简便合成方法。4，5-二溴-9H-咕吨的单锂化、随后的锌化以及与不同亲电试剂的Negishi偶联以良好的产率和高选择性得到相应的4-芳基-或4-乙烯基-9H-咕吨。第二次取代反应在温和的反应条件下进行，从而提供了一个方便的合成路线，功能化的分子的基础上的9 H-咕吨骨架。
A concise synthesis of asymmetrically 4,5-disubstituted 9,9-dimethyl-9H-xanthenes was developed. The monolithiation of 4,5-dibromo-9H-xanthene, subsequent zincation, and the Negishi coupling with diverse electrophiles afforded the corresponding 4-aryl- or 4-vinyl-9H-xanthenes in good yields and with high selectivity. The second substitution reactions were performed under mild reaction conditions, thus providing a convenient synthetic route to functionalized molecules based on the 9H-xanthene skeleton.