Double Mirozoki-Heck arylation of terminal alkenes using “ligand-free” pd catalytic systems

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

The results of one-pot consecutive double arylation of terminal alkenes with aryl halides leading to three-substituted alkenes are presented. The advantages of the method when comparing with existing analogues are the combination of low reactive but available aryl bromides and aryl chlorides and «ligand-free» catalytic systems based on Pd(II) salt.

About the authors

A. A Kurokhtina

Irkutsk State University

E. V Larina

Irkutsk State University

N. A Lagoda

Irkutsk State University

T. A Grigoryeva

Irkutsk State University

A. F Schmidt

Irkutsk State University

Email: aschmidt@chem.isu.ru

References

  1. Zhao Y., Wang S., Shao H., Tan X., Chen R., Loh T.-P., Zhou J.S., Wu X. Org. Lett. 2023, 25, 4258-4263. doi: 10.1021/acs.orglett.3c01214
  2. Chen Y.-C., Wu C.-C., Liao W.-T., Liu L.-J., Tsai F.-Y. Catalysts. 2017, 7, 177. doi: 10.3390/catal7060177
  3. Xu D., Lu C., Chen W. Tetrahedron. 2012, 68, 1466-1474. doi: 10.1016/j.tet.2011.12.017
  4. Kim Y.-H., Jeong H.-C., Kim S.-H., Yang K., Kwon S.-K. Adv. Funct. Mater. 2005, 15, 1799-1805. doi: 10.1002/adfm.200500051
  5. Heck R.F. Synlett. 2006, 18, 2855-2860. doi: 10.1055/s-2006-951536
  6. Beletskaya I.P., Cheprakov A.V. Chem. Rev. 2000, 100, 3009-3066. doi: 10.1021/cr9903048
  7. Bangar P.G., Jawalkar P.R., Dumbre S.R., Raut P.K., Patil D.J., Tv N., Sudhakaran S., Iyer S. Synth. Commun. 2020, 50, 3796-3803. doi: 10.1080/00397911.2020.1811986
  8. Botella L., N�jera C. J. Org. Chem. 2005, 70, 4360-4369. doi: 10.1021/jo0502551
  9. Yan H., Sun P., Qu X., Lu L., Zhu Y., Yang H., Mao J. Synth. Commun. 2013, 43, 2773-2783. doi: 10.1080/00397911.2012.741743
  10. Ho S.V., McLaughlin J.M., Cue B.W., Dunn P.J. Green Chem. 2010, 12, 755. doi: 10.1039/b927443j
  11. Lucks S., Brunner H. Org. Proc. Res. Dev. 2017, 21, 1835-1842. doi: 10.1021/acs.oprd.7b00279
  12. Taylor J.G., Da Silva Ribeiro R., Correia C.R.D. Tetrahedron Lett. 2011, 52, 3861-3864. doi: 10.1016/j.tetlet.2011.05.039

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2023 Russian Academy of Sciences