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Article Abstract

Aza-Diels-Alder cycloaddition reaction is a critical synthetic method for the production of bioactive tetrahydroquinolines. To this aim, an imine obtained from the reaction of an aniline derivative and a carbonyl compound is cyclized with an alkene in the presence of a catalyst. In this research, some tetrahydroquinoline compounds are synthesized through aza-Diels-Alder reaction in the presence of a prepared Ce(III) immobilized on the functionalized halloysite (Ce/Hal-TCT-IDA) as a catalyst. Ce/Hal-TCT-IDA was prepared by incorporation of aminopropyl silane on the halloysite surface, followed by treatment with 2,4,6-trichloro-1,3,5-triazine (TCT) and iminodiacetic acid (IDA), and loading cerium nitrate. Then, it was characterized and analyzed by different analytical methods, indicating the amorphous agglomerated grains (20-60 nm), containing 0.00196 mmol g Ce(III) ions. The catalytic activity and reusability of Ce/Hal-TCT-IDA were studied in this research.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11608231PMC
http://dx.doi.org/10.1038/s41598-024-76775-2DOI Listing

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