Oxidative C-H activation/C-C bond forming reactions: Synthetic scope and mechanistic insights

Oxidative C-H activation/C-C bond forming reactions: Synthetic scope and mechanistic insights
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DOI:
10.1021/ja051402f
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发表时间:
2005-05-25
影响因子:
15
通讯作者:
Sanford, MS
Sanford, MS
中科院分区:
化学1区
文献类型:
--
作者:
Kalyani, D;Deprez, NR;Sanford, MS

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本文介绍了一种新的钯催化高价碘芳化剂活化C-−H/C-−碳键的方法。这种转化已经应用于含有不同导向基团(吡啶、喹啉、恶唑烷酮和酰胺)的各种芳烃和苄基底物,并进行了高水平的区域控制。力学实验提供了初步证据,支持这种转化的一种不寻常的机制,涉及Pd(II)/Pd(IV)催化循环。
This paper describes a new palladium-catalyzed method for C−H activation/carbon−carbon bond formation with hypervalent iodine arylating agents. This transformation has been applied to a variety of arene and benzylic substrates containing different directing groups (pyridines, quinolines, oxazolidinones, and amides) and proceeds with high levels of regiocontrol. Mechanistic experiments provide preliminary evidence in support of an unusual mechanism for this transformation involving a Pd(II)/Pd(IV) catalytic cycle.