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Efficient Approach for the Tritylation of Alcohols Using Recyclable Lewis Acid-Based Ionic Liquid (EMIM·AlCl(4))
[Image: see text] A new efficient approach has been reported for the tritylation of primary alcohols over secondary alcohols using triphenyl methyl alcohol and 4-monomethoxyl trityl alcohols in the presence of imidazolium-based ionic liquid 1-ethyl-3-methylimidazolium tetrachloroaluminate as catalys...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644558/ https://www.ncbi.nlm.nih.gov/pubmed/31459091 http://dx.doi.org/10.1021/acsomega.8b00691 |
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author | Chaubey, Snehkrishn A. Mishra, Jyoti S. Mishra, Roli |
author_facet | Chaubey, Snehkrishn A. Mishra, Jyoti S. Mishra, Roli |
author_sort | Chaubey, Snehkrishn A. |
collection | PubMed |
description | [Image: see text] A new efficient approach has been reported for the tritylation of primary alcohols over secondary alcohols using triphenyl methyl alcohol and 4-monomethoxyl trityl alcohols in the presence of imidazolium-based ionic liquid 1-ethyl-3-methylimidazolium tetrachloroaluminate as catalyst. At room temperature, 5 mol % of catalyst in dichloromethane and acetonitrile solvent has been shown to be excellent for the tritylation of benzyl alcohol and various other alcohols The method was compatible with Fmoc/acetyl protecting group of amino and tert-butyldiphenylsilyl ether protecting group of alcohol. Moreover, the catalyst was reused for three to four catalytic cycles with little loss of catalytic activity. Excellent yields, reusability, chemoselectivity, and easy workup are advantages of this protocol. |
format | Online Article Text |
id | pubmed-6644558 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66445582019-08-27 Efficient Approach for the Tritylation of Alcohols Using Recyclable Lewis Acid-Based Ionic Liquid (EMIM·AlCl(4)) Chaubey, Snehkrishn A. Mishra, Jyoti S. Mishra, Roli ACS Omega [Image: see text] A new efficient approach has been reported for the tritylation of primary alcohols over secondary alcohols using triphenyl methyl alcohol and 4-monomethoxyl trityl alcohols in the presence of imidazolium-based ionic liquid 1-ethyl-3-methylimidazolium tetrachloroaluminate as catalyst. At room temperature, 5 mol % of catalyst in dichloromethane and acetonitrile solvent has been shown to be excellent for the tritylation of benzyl alcohol and various other alcohols The method was compatible with Fmoc/acetyl protecting group of amino and tert-butyldiphenylsilyl ether protecting group of alcohol. Moreover, the catalyst was reused for three to four catalytic cycles with little loss of catalytic activity. Excellent yields, reusability, chemoselectivity, and easy workup are advantages of this protocol. American Chemical Society 2018-08-21 /pmc/articles/PMC6644558/ /pubmed/31459091 http://dx.doi.org/10.1021/acsomega.8b00691 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Chaubey, Snehkrishn A. Mishra, Jyoti S. Mishra, Roli Efficient Approach for the Tritylation of Alcohols Using Recyclable Lewis Acid-Based Ionic Liquid (EMIM·AlCl(4)) |
title | Efficient Approach for the Tritylation of Alcohols
Using Recyclable Lewis Acid-Based Ionic Liquid (EMIM·AlCl(4)) |
title_full | Efficient Approach for the Tritylation of Alcohols
Using Recyclable Lewis Acid-Based Ionic Liquid (EMIM·AlCl(4)) |
title_fullStr | Efficient Approach for the Tritylation of Alcohols
Using Recyclable Lewis Acid-Based Ionic Liquid (EMIM·AlCl(4)) |
title_full_unstemmed | Efficient Approach for the Tritylation of Alcohols
Using Recyclable Lewis Acid-Based Ionic Liquid (EMIM·AlCl(4)) |
title_short | Efficient Approach for the Tritylation of Alcohols
Using Recyclable Lewis Acid-Based Ionic Liquid (EMIM·AlCl(4)) |
title_sort | efficient approach for the tritylation of alcohols
using recyclable lewis acid-based ionic liquid (emim·alcl(4)) |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644558/ https://www.ncbi.nlm.nih.gov/pubmed/31459091 http://dx.doi.org/10.1021/acsomega.8b00691 |
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