Simple and Efficient Procedure for the Friedel–Crafts Acylation of Aromatic Compounds with Carboxylic Acids in the Presence of P₂O₅/AL₂O₃ Under Heterogeneous Conditions

Abstract

An efficient and chemoselective method for the Friedel–Crafts acylation of aromatic compounds using P₂O₅/Al₂O₃ and carboxylic acids. Both aromatic and aliphatic carboxylic acids reacted easily to afford the corresponding aromatic ketones in good yields.

Keywords:

• Carboxylic acids
• Friedel–Crafts
• P₂O₅/Al₂O₃

ACKNOWLEDGMENTS

We gratefully acknowledge the funding support received for this project from the Isfahan University of Technology (IUT), IR Iran (A. R. H.) and Grant GM 33138 (A. E. R.) from the National Institutes of Health, USA. Further financial support from Center of Excellency in Sensor and Green Chemistry Research (IUT) is gratefully acknowledged.

Notes

^a The yields refer to isolated pure products and were characterized from their spectra (IR, ¹H NMR, ¹³C NMR, MS, and CHNS) and comparison to authentic samples.

^b The molar ratio of aromatic compound/carboxylic acid is 5/1.5, and the reaction was carried out in 5 mL of 1,2-dichloroethane under reflux conditions.

^c The molar ratio of aromatic compound/carboxylic acid is 3/1.5, and the reaction was carried out in 5 mL of 1,2-dichloroethane under reflux conditions.

^d The molar ratio of aromatic compound/carboxylic acid is 1/1.5, and the reaction was carried out in 5 mL of 1,2-dichloroethane under reflux conditions.