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Iodine Promoted Efficient Synthesis of 2-Arylimidazo[1,2-a]pyridines in Aqueous Media: A Comparative Study between Micellar Catalysis and an “On-Water” Platform
[Image: see text] In a new and environmentally sustainable approach, a series of 2-arylimidazo[1,2-a]pyridine derivatives were synthesized in aqueous media in the presence of iodine as a catalyst. The reaction proceeded by condensation of various aryl methyl ketones with 2-aminopyridines to afford 2...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7288711/ https://www.ncbi.nlm.nih.gov/pubmed/32548520 http://dx.doi.org/10.1021/acsomega.0c01478 |
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author | Bhutia, Zigmee T. Panjikar, Padmini C. Iyer, Shruti Chatterjee, Amrita Banerjee, Mainak |
author_facet | Bhutia, Zigmee T. Panjikar, Padmini C. Iyer, Shruti Chatterjee, Amrita Banerjee, Mainak |
author_sort | Bhutia, Zigmee T. |
collection | PubMed |
description | [Image: see text] In a new and environmentally sustainable approach, a series of 2-arylimidazo[1,2-a]pyridine derivatives were synthesized in aqueous media in the presence of iodine as a catalyst. The reaction proceeded by condensation of various aryl methyl ketones with 2-aminopyridines to afford 2-arylimidazo[1,2-a]pyridines in good overall yields. Although several of the reactions were efficiently performed “on water”, the addition of a surfactant, namely, sodium dodecyl sulphate , was found effective in terms of substrate scope and yield enhancement. Both methods were successfully used for the gram-scale synthesis of a marketed drug, zolimidine. The simple experimental setup, water as “green” media, and inexpensive catalyst are some of the merits of this protocol. |
format | Online Article Text |
id | pubmed-7288711 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-72887112020-06-15 Iodine Promoted Efficient Synthesis of 2-Arylimidazo[1,2-a]pyridines in Aqueous Media: A Comparative Study between Micellar Catalysis and an “On-Water” Platform Bhutia, Zigmee T. Panjikar, Padmini C. Iyer, Shruti Chatterjee, Amrita Banerjee, Mainak ACS Omega [Image: see text] In a new and environmentally sustainable approach, a series of 2-arylimidazo[1,2-a]pyridine derivatives were synthesized in aqueous media in the presence of iodine as a catalyst. The reaction proceeded by condensation of various aryl methyl ketones with 2-aminopyridines to afford 2-arylimidazo[1,2-a]pyridines in good overall yields. Although several of the reactions were efficiently performed “on water”, the addition of a surfactant, namely, sodium dodecyl sulphate , was found effective in terms of substrate scope and yield enhancement. Both methods were successfully used for the gram-scale synthesis of a marketed drug, zolimidine. The simple experimental setup, water as “green” media, and inexpensive catalyst are some of the merits of this protocol. American Chemical Society 2020-05-26 /pmc/articles/PMC7288711/ /pubmed/32548520 http://dx.doi.org/10.1021/acsomega.0c01478 Text en Copyright © 2020 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 | Bhutia, Zigmee T. Panjikar, Padmini C. Iyer, Shruti Chatterjee, Amrita Banerjee, Mainak Iodine Promoted Efficient Synthesis of 2-Arylimidazo[1,2-a]pyridines in Aqueous Media: A Comparative Study between Micellar Catalysis and an “On-Water” Platform |
title | Iodine Promoted Efficient Synthesis of 2-Arylimidazo[1,2-a]pyridines in Aqueous Media: A Comparative Study between
Micellar Catalysis and an “On-Water” Platform |
title_full | Iodine Promoted Efficient Synthesis of 2-Arylimidazo[1,2-a]pyridines in Aqueous Media: A Comparative Study between
Micellar Catalysis and an “On-Water” Platform |
title_fullStr | Iodine Promoted Efficient Synthesis of 2-Arylimidazo[1,2-a]pyridines in Aqueous Media: A Comparative Study between
Micellar Catalysis and an “On-Water” Platform |
title_full_unstemmed | Iodine Promoted Efficient Synthesis of 2-Arylimidazo[1,2-a]pyridines in Aqueous Media: A Comparative Study between
Micellar Catalysis and an “On-Water” Platform |
title_short | Iodine Promoted Efficient Synthesis of 2-Arylimidazo[1,2-a]pyridines in Aqueous Media: A Comparative Study between
Micellar Catalysis and an “On-Water” Platform |
title_sort | iodine promoted efficient synthesis of 2-arylimidazo[1,2-a]pyridines in aqueous media: a comparative study between
micellar catalysis and an “on-water” platform |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7288711/ https://www.ncbi.nlm.nih.gov/pubmed/32548520 http://dx.doi.org/10.1021/acsomega.0c01478 |
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