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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...

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Autores principales: Bhutia, Zigmee T., Panjikar, Padmini C., Iyer, Shruti, Chatterjee, Amrita, Banerjee, Mainak
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
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.
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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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