One-pot synthesis of diarylmethanones through palladium-catalyzed sequential coupling and aerobic oxidation of aryl bromides with acetophenone as a latent carbonyl donor.
One-pot synthesis of diarylmethanones through palladium-catalyzed sequential coupling and aerobic oxidation of aryl bromides with acetophenone as a latent carbonyl donor.
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DOI：
10.1021/jo5010185
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发表时间：
2014-07
期刊：
影响因子：
--
通讯作者：
Xing Wang;Fu-Di Liu;Haiyang Tu;A. Zhang
中科院分区：
文献类型：
--
作者：
Xing Wang;Fu-Di Liu;Haiyang Tu;A. Zhang
以苯乙酮和芳基溴化物为原料，钯催化一锅法合成对称和不对称二芳基甲酮。在该反应中，苯乙酮作为潜在的羰基供体，确定了钯催化的顺序偶联和有氧氧化两条途径。该反应适用于一系列底物，并以中等到良好的产率提供产品。该方法可用于非甾体抗炎药酮洛芬的两步合成法，总收率为45%。
A one-pot palladium-catalyzed synthesis of symmetrical and unsymmetrical diarylmethanones using acetophenone and aryl bromides as raw materials has been developed. In this reaction, acetophenone acts as a latent carbonyl donor and two pathways of palladium-catalyzed sequential coupling and aerobic oxidation are identified. The reaction is applicable to a spectrum of substrates and delivers the products in moderate to good yields. This method can be used for the synthesis of ketoprofen, a nonsteroidal anti-inflammatory drug, in a two-step procedure and 45% overall yield.