The effect of substitutes on chemoselective C-H functionalization of arens by H2O2-HBr in water

Paghandeh, Hossein; Khalili Foumeshi, Maryam; Ghaffarzadeh, Mohammad

doi:10.22034/ajgc.2021.271407.1294

Document Type : Original Research Article

Authors

¹ Chemistry and Chemical Engineering Research Center of Iran, PO Box 14335-186, Tehran, Iran

² Faculty of Chemistry, Kharazmi University, P. O. Box 15719-14911, 49 Mofateh St., Tehran, Iran

https://doi.org/10.22034/ajgc.2021.271407.1294

Abstract

A novel, practical and environmentally friendly method has been developed for bromination of toluene derivatives by using H₂O₂-HBr system in water as a green solvent with a mild condition. This direct and straightforward method approaches to a chemoselective and regioselective substitution. Different toluene derivatives were used in which, type of functional group has affected on chemoselectivity and the situation of them has affected on regioselectivity of the reaction. Bromination was done on aromatic rings and alkane chain by different reaction conditions. Brominated toluene derivatives are isolated in moderate to high yields, different spectroscopic techniques were used to characterize the compounds, including GC-MS, ¹H NMR, and ¹³C NMR.

Graphical Abstract

Keywords

Main Subjects

Methodologies

References

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Asian Journal of Green Chemistry

The effect of substitutes on chemoselective C-H functionalization of arens by H2O2-HBr in water

References

References

Volume 5, Issue 3
July 2021
Pages 263-270

The effect of substitutes on chemoselective C-H functionalization of arens by H2O2-HBr in water

References

References

Volume 5, Issue 3July 2021Pages 263-270

Volume 5, Issue 3
July 2021
Pages 263-270