Fujiwara-Moritani Reaction

Fujiwara-Moritani Reaction

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The direct coupling between unsubstituted aromatic rings and olefins in the presence of palladium catalysts is called the Fujiwara-Moritani reaction. This reaction is one of the early examples of transition metal-promoted C-H activation reactions.

In terms of chemical transformation, this reaction corresponds formally to the oxidative Mizoroki-Heck reaction.

  • General References


  • Reaction Mechanism

Ref: J. Am. Chem. Soc. 2005, 127, 13754.


  • Examples

Modifications and applications of the Fujiwara-Moritani reaction have been studied actively in recent years, especially using substrates containing directing groups. A number of highly regioselective systems have been reported, which was difficult under the original conditions.

Jin-Quan Yu developed an efficient carboxylic acid-directed catalytic system[1] and used it elegantly in the convergent total synthesis of (+)-lithospermic acid.[2]


  • Experimental Procedure

  • Experimental Tips

  • References

[1](a) Wang, D.-H.; Engle, K. M.; Shi, B.-F.; Yu, J.-Q. Science 2010, 327, 315. DOI: 10.1126/science.1182512 (b) Engle, K. M.; Wang, D.-H.; Yu, J.-Q. Angew. Chem., Int. Ed. 2010, 49, 6169. DOI: 10.1002/anie.201002077 (c) Engle, K. M.; Wang, D.-H.; Yu, J.-Q. J. Am. Chem. Soc. 2010, 132, 14137. DOI: 10.1021/ja105044s
[2] Wang, D.-H.; Yu, J.-Q. J. Am. Chem. Soc. 2011, 133, 5767. doi:10.1021/ja2010225

  • Related Reactions


  • Related Books

  • External Links

Heck reaction – Wikipedia

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