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
Author(s) -
Zigmee T. Bhutia,
Padmini C. Panjikar,
Shruti Iyer,
Amrita Chatterjee,
Mainak Banerjee
Publication year - 2020
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.0c01478
Subject(s) - chemistry , catalysis , iodine , aqueous medium , aryl , yield (engineering) , aqueous solution , organic chemistry , condensation reaction , green chemistry , combinatorial chemistry , nuclear chemistry , ionic liquid , materials science , alkyl , metallurgy
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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