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Cyrene™ as a Neoteric Bio‐Based Solvent for Catalyst‐Free Microwave‐Assisted Construction of Diverse Bipyridine Analogues for Heavy‐Metal Sensing
Author(s) -
Tamargo Ramuel John Inductivo,
Rubio Peter Yuosef M.,
Mohandoss Sonaimuthu,
Shim JaeJin,
Lee Yong Rok
Publication year - 2021
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.202100379
Subject(s) - catalysis , chemistry , green chemistry , solvent , microwave chemistry , atom economy , metal ions in aqueous solution , bipyridine , combinatorial chemistry , metal , substrate (aquarium) , sulfur , organic chemistry , reaction mechanism , microwave irradiation , crystal structure , oceanography , geology
Abstract An environment‐friendly synthetic protocol was developed to access polyfunctionalized bipyridines from readily available amines, chromone‐3‐carboxaldehydes, and pyridinylacetonitriles under catalyst‐ and additive‐free conditions using the bio‐renewable neoteric solvent dihydrolevoglucosenone (Cyrene™). In this strategy, amines served as both a mild‐base promoter and a substrate. In addition, water was the only by‐product of this reaction. This multi‐component protocol provided highly diverse 2,3‐, 3,3‐, and 3,4‐bipyridines in good‐to‐excellent yields. Operational simplicity, short reaction time, excellent atom economy, and easily obtainable substrates are among the features of this microwave‐assisted synthesis. Additionally, the compounds synthesized via this method have demonstrated the ability to detect heavy metals, specifically mercury(II), copper(II), and iron (III) ions.