Song Juan, Wei Fuliang, Sun Wei, Li Ke, Tian Yanan, Liu Chao, Li Yali, Xie Linghai
†Key Laboratory for Organic Electronics and Information Display and Institute of Advanced Materials, Nanjing University of Posts and Telecommunications, Nanjing, 210023, People's Republic of China.
‡College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072, People's Republic of China.
Org Lett. 2015 May 1;17(9):2106-9. doi: 10.1021/acs.orglett.5b00680. Epub 2015 Apr 20.
A new route to various substituted fluoren-9-ones has been developed via an efficient Pd-catalyzed carbonylative multiple C-C bond formation. Under a CO atmosphere, using commercially available aryl halides and arylboronic acids as substrates, this three-component reaction proceeded smoothly in moderate to excellent yields with good functional-group compatibility. The mechanistic investigations suggested a sequential process for the reaction that forms o-bromobiaryls in the first stage followed by a cyclocarbonylation reaction. This chemistry has been successfully extended to construct ladder-type oligo-p-phenylene cores.
通过高效的钯催化羰基化多碳-碳键形成反应，开发出了一条合成各种取代芴-9-酮的新路线。在一氧化碳气氛下，以市售的芳基卤化物和芳基硼酸为底物，该三组分反应顺利进行，产率适中至优异，官能团兼容性良好。机理研究表明，该反应是一个分步过程，第一阶段形成邻溴联芳基，随后进行环羰基化反应。这种化学方法已成功扩展用于构建梯型低聚对亚苯基核。
