Three-component synthesis of 4 H -pyran scaffolds accelerated by a gabapentin-based natural deep eutectic solvent

The development of environmentally benign synthetic protocols has attracted increasing attention in recent organic syntheses. As a part of this concept, our group synthesized a new natural deep eutectic solvent (NADES) by using gabapentin and choline chloride. After characterization by FTIR, 1 H and...

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Veröffentlicht in:New journal of chemistry 2021-02, Vol.45 (6), p.3138-3149
Hauptverfasser: Alipour Khoshdel, Meysam, Shirini, Farhad, Nikoo Langarudi, Mohaddeseh Safarpoor, Zabihzadeh, Mehdi, Biglari, Mohammad
Format: Artikel
Sprache:eng
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Zusammenfassung:The development of environmentally benign synthetic protocols has attracted increasing attention in recent organic syntheses. As a part of this concept, our group synthesized a new natural deep eutectic solvent (NADES) by using gabapentin and choline chloride. After characterization by FTIR, 1 H and 13 C NMR, and mass spectra, the prepared NADES was utilized as an efficacious catalyst for the synthesis of 4 H -pyran scaffolds such as tetrahydrobenzo[ b ]pyran and pyrano[2,3- d ]pyrimidinone(thione) derivatives. The use of inexpensive and bio-compatible reagents for the synthesis of the catalyst, a simple and green procedure for the preparation of the catalyst and products, short reaction times, high yields of the products, and applicability to large-scale synthesis are the prominent features of this protocol. Also, the catalyst could be recovered easily and recycled up to five times without significant loss of its catalytic activity.
ISSN:1144-0546
1369-9261
DOI:10.1039/D0NJ05342B