Radical Addition of Arylboronic Acids to Various Olefins under Oxidative Conditions
Radical Addition of Arylboronic Acids to Various Olefins under Oxidative Conditions
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DOI：
10.1021/ol101818k
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发表时间：
2010-09-17
期刊：
影响因子：
5.2
通讯作者：
Studer, Armido
中科院分区：
文献类型：
--
作者：
Dickschat, Arne;Studer, Armido
芳基硼酸被证明是有价值的前体芳基自由基处理后与三乙酸锰。在这些氧化条件下，中间生成的芳基在分子氧存在下与烯烃加成，得到芳基羟基化产物A。在不存在双氧的情况下，对于一些烯烃，双烯烃加成和随后的均裂芳族取代以中等至良好的产率提供四氢萘衍生物B。
Arylboronic acids are shown to be valuable precursors for aryl radicals upon treatment with manganese triacetate. Under these oxidative conditions the intermediately generated aryl radicals undergo addition to olefins to give the arylhydroxylation products A in the presence of dioxygen. In the absence of dioxygen, for some olefins double olefin addition and subsequent homolytic aromatic substitution provide tetrahydronaphthaline derivatives B in moderate to good yields.