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离子液体中铜介导的反向芳香族芬克尔斯坦反应。

A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid.

作者信息

Nguyen Anh T H, Nguyen Dat P, Phan Ngan T K, Lam Dung T T, Phan Nam T S, Truong Thanh

机构信息

Ho Chi Minh City University of Food Industry, 140 Le Trong Tan Street, Tan Phu Disctrict, Ho Chi Minh City, Viet Nam.

Department of Chemical Engineering, Ho Chi Minh University of Technology, VNU-HCM, 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Viet Nam.

出版信息

J Adv Res. 2017 Dec 29;10:9-13. doi: 10.1016/j.jare.2017.12.006. eCollection 2018 Mar.

DOI:10.1016/j.jare.2017.12.006
PMID:30046471
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6057234/
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.

摘要

我们已经开发出一种用于反向芳香族Finkelstein反应的通用方法。当芳基碘化物或芳基溴化物在1-丁基-3-甲基咪唑鎓溴化物（[BMIM]Br）离子液体（IL）溶剂中，于140℃下用卤化铜盐作为促进剂处理8小时时，可获得良好的反应产率。初步研究表明，铜盐也是卤素交换反应中的卤化物来源。优化后的条件适用于多种底物，并且对官能团具有优异的耐受性。此外，[BMIM]Br溶剂在至少连续10次运行中表现出良好的稳定性。结果表明，[BMIM]Br溶剂可用于反向芳香族Finkelstein反应的循环使用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/dc6c54b5fe86/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/3ae22b3cc081/fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/3b9de110444b/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/cb6767433919/fx2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/0d759b81a8c1/fx3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/f6f87f18ccee/fx4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/3fd401dba606/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/dc6c54b5fe86/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/3ae22b3cc081/fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/3b9de110444b/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/cb6767433919/fx2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/0d759b81a8c1/fx3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/f6f87f18ccee/fx4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/3fd401dba606/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b756/6057234/dc6c54b5fe86/gr2.jpg

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