1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide

1-Ethyl-3-methylimidazolium acetate is introduced as a robust organocatalyst for solvent-free cyanosilylation of carbonyl compounds with trimethylsilyl cyanide (TMSCN). The catalyst loading can be reduced to as low as 0.1–0.0001 mol % under mild reaction conditions, giving considerably high TOF valu...

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Autores principales: Ullah, Bakhtar, Chen, Jingwen, Zhang, Zhiguo, Xing, Huabin, Yang, Qiwei, Bao, Zongbi, Ren, Qilong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5309884/
https://www.ncbi.nlm.nih.gov/pubmed/28198462
http://dx.doi.org/10.1038/srep42699
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author Ullah, Bakhtar
Chen, Jingwen
Zhang, Zhiguo
Xing, Huabin
Yang, Qiwei
Bao, Zongbi
Ren, Qilong
author_facet Ullah, Bakhtar
Chen, Jingwen
Zhang, Zhiguo
Xing, Huabin
Yang, Qiwei
Bao, Zongbi
Ren, Qilong
author_sort Ullah, Bakhtar
collection PubMed
description 1-Ethyl-3-methylimidazolium acetate is introduced as a robust organocatalyst for solvent-free cyanosilylation of carbonyl compounds with trimethylsilyl cyanide (TMSCN). The catalyst loading can be reduced to as low as 0.1–0.0001 mol % under mild reaction conditions, giving considerably high TOF values from 10,843 h(−1) to 10,602,410 h(−1) in the field of organocatalyzed transformations. The present protocol not only tolerates with extensive carbonyl compounds but also provides somewhat insight into the mechanism of ionic liquids (ILs)-catalyzed reactions.
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spelling pubmed-53098842017-02-22 1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide Ullah, Bakhtar Chen, Jingwen Zhang, Zhiguo Xing, Huabin Yang, Qiwei Bao, Zongbi Ren, Qilong Sci Rep Article 1-Ethyl-3-methylimidazolium acetate is introduced as a robust organocatalyst for solvent-free cyanosilylation of carbonyl compounds with trimethylsilyl cyanide (TMSCN). The catalyst loading can be reduced to as low as 0.1–0.0001 mol % under mild reaction conditions, giving considerably high TOF values from 10,843 h(−1) to 10,602,410 h(−1) in the field of organocatalyzed transformations. The present protocol not only tolerates with extensive carbonyl compounds but also provides somewhat insight into the mechanism of ionic liquids (ILs)-catalyzed reactions. Nature Publishing Group 2017-02-15 /pmc/articles/PMC5309884/ /pubmed/28198462 http://dx.doi.org/10.1038/srep42699 Text en Copyright © 2017, The Author(s) http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
spellingShingle Article
Ullah, Bakhtar
Chen, Jingwen
Zhang, Zhiguo
Xing, Huabin
Yang, Qiwei
Bao, Zongbi
Ren, Qilong
1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide
title 1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide
title_full 1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide
title_fullStr 1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide
title_full_unstemmed 1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide
title_short 1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide
title_sort 1-ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5309884/
https://www.ncbi.nlm.nih.gov/pubmed/28198462
http://dx.doi.org/10.1038/srep42699
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