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Progress in Chemistry 2012, Vol. 24 Issue (04): 523-544 Previous Articles   Next Articles

• Review •

Direct Oxidative Coupling Between Unfunctionalized Arene and Olefin

Weng Jianquan, Yu Zhiqin, Zhang Guofu   

  1. College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014, China
  • Received: Revised: Online: Published:
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The direct oxidative coupling reaction between unfunctionalized arene and alkene, owing to its simple, efficient and environmentally friendly workup, has attracted much interest in organic synthesis. This green protocol can provide great advantages when compared with traditional Heck reaction, that it reduces the reaction steps and avoids the formation of waste inorganic salts. Especially when oxygen or air is used as the terminal oxidant in the process, the only by-product water is harmless to the environment. In this paper, new advances in transition metal-catalyzed direct oxidative coupling reaction between unfunctionalized arene and olefin are reviewed, which is presented on the basis of the different catalysts, the substrates with various types of directing groups. Moreover, some mechanisms of these novel reactions are also discussed in details.
Contents
1 Introduction
2 The system of palladium-catalyzed
2.1 Palladium-catalyzed intermolecular direct oxidative coupling
2.2 Palladium-catalyzed intramolecular direct oxidative coupling
3 The system of other catalysts
3.1 The system of rhodium-catalyzed
3.2 The system of ruthenium-catalyzed
3.3 The system of iron-catalyzed
3.4 The system of copper-catalyzed
4 Conclusions and outlook
Key words: Fujiwara-Moritani reaction, direct oxidative cross-coupling, oxidative Heck reaction, olefination, arylation, C-H functionalization

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