Palladium-Catalyzed Synthesis of Diarylmethanes: Exploitation of Carbanionic Leaving Groups
Palladium-Catalyzed Synthesis of Diarylmethanes: Exploitation of Carbanionic Leaving Groups
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DOI：
10.1021/ol900874z
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发表时间：
2009-06-18
期刊：
影响因子：
5.2
通讯作者：
Leadbeater, Nicholas E.
中科院分区：
文献类型：
--
作者：
Schmink, Jason R.;Leadbeater, Nicholas E.
报道了一种钯催化苄基酮α-芳基化合成二芳基甲烷的新方法。通过利用烯醇化物的固有反应性，可以避免对用于偶联的金属转移试剂如硼的需要。此外，中间体的两个苯环被用来在简单的合成中稳定高能碳负离子离去基团。
A novel route to the synthesis of diarylmethanes via a Pd-catalyzed alpha-arylation of benzyl ketones is reported. By harnessing the inherent reactivity of enolates, it is possible to circumvent the need for a transmetalating reagent such as boron for the coupling. Additionally, the two phenyl rings of the intermediate are exploited to stabilize the high-energy carbanionic leaving group in a straightforward synthesis.