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A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid

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. Pre...

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Detalles Bibliográficos
Autores principales: Nguyen, Anh T.H., Nguyen, Dat P., Phan, Ngan T.K., Lam, Dung T.T., Phan, Nam T.S., Truong, Thanh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6057234/
https://www.ncbi.nlm.nih.gov/pubmed/30046471
http://dx.doi.org/10.1016/j.jare.2017.12.006
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author Nguyen, Anh T.H.
Nguyen, Dat P.
Phan, Ngan T.K.
Lam, Dung T.T.
Phan, Nam T.S.
Truong, Thanh
author_facet Nguyen, Anh T.H.
Nguyen, Dat P.
Phan, Ngan T.K.
Lam, Dung T.T.
Phan, Nam T.S.
Truong, Thanh
author_sort Nguyen, Anh T.H.
collection PubMed
description 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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spelling pubmed-60572342018-07-25 A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid Nguyen, Anh T.H. Nguyen, Dat P. Phan, Ngan T.K. Lam, Dung T.T. Phan, Nam T.S. Truong, Thanh J Adv Res Original Article 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. Elsevier 2017-12-29 /pmc/articles/PMC6057234/ /pubmed/30046471 http://dx.doi.org/10.1016/j.jare.2017.12.006 Text en © 2018 Production and hosting by Elsevier B.V. on behalf of Cairo University. http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Original Article
Nguyen, Anh T.H.
Nguyen, Dat P.
Phan, Ngan T.K.
Lam, Dung T.T.
Phan, Nam T.S.
Truong, Thanh
A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid
title A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid
title_full A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid
title_fullStr A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid
title_full_unstemmed A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid
title_short A copper-mediated reverse aromatic Finkelstein reaction in ionic liquid
title_sort copper-mediated reverse aromatic finkelstein reaction in ionic liquid
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6057234/
https://www.ncbi.nlm.nih.gov/pubmed/30046471
http://dx.doi.org/10.1016/j.jare.2017.12.006
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