A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid
Anh T H Nguyen1,2, Dat P Nguyen2, Ngan T K Phan2
1Ho Chi Minh City University of Food Industry, 140 Le Trong Tan Street, Tan Phu Disctrict, Ho Chi Minh City, Viet Nam.
Abstract:
We have developed a general method for reverse aromatic Finkelstein reactions. Good reaction yields were obtained when aryl iodides or aryl bromides were treated with copper halide salts as promoters in a 1-butyl-3-methylimidazolium bromide ([BMIM]Br) ionic liquid (IL) solvent at 140 °C for 8 h. Preliminary investigation supported that the copper salts were also the halide sources in halogen exchange reactions. The optimized conditions are applicable to a variety of substrates and have excellent functional group tolerance. Additionally, the [BMIM]Br solvent showed good stability for at least 10 consecutive runs. Results indicated that the [BMIM]Br solvent was recyclable for reverse aromatic Finkelstein reactions.
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