Condensation of Aryl Aldehydes, 2‐naphthol,and Thioacetamide Catalyzed by N‐halo Reagents in Neutral Media |
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| Authors: | Ardeshir Khazaei Fatemeh Abbasi Ahmad Reza Moosavi‐Zare Marzieh Khazaei M Hassan Beyzavi |
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| Affiliation: | 1. Faculty of Chemistry, Bu‐Ali Sina University, Hamedan 6517838683, Iran;2. Department of Chemistry, Sayyed Jamaleddin Asadabadi University, Asadabad, 6541835583, Iran;3. Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St., Cambridge MA 02138, USA |
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| Abstract: | A new three‐component, highly efficient and solvent‐free approach for the synthesis of known and new 1‐thioamido‐alkyl‐2‐naphthol derivatives was investigated. This was achieved via a one‐pot condensation by reacting aryl aldehydes, 2‐naphthol, and thioacetamide in the presence of catalytic amount of 1,3,5‐trichloro‐1,3,5‐triazinane‐2,4,6‐trione (TCCA) and 1,3‐dichloro‐5,5‐dimethylhydantoin (DCDMH). Mechanistically, the in situ generation of Cl+ ion from TCCA and DCDMH is proposed to catalyse the reactions in neutral media. In the presented work, most of the products have been reported for the first time. |
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| Keywords: | Multi‐component condensation 1 3 5‐trichloro‐1 3 5‐triazinane‐2 4 6‐trione (TCCA) 1 3‐dichloro‐5 5‐dimethylhydantoin (DCDMH) 1‐thioamido‐alkyl‐2‐naphthol Solvent‐free |
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