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Condensation of Aryl Aldehydes, 2‐naphthol, and Thioacetamide Catalyzed by N ‐halo Reagents in Neutral Media
Author(s) -
Khazaei Ardeshir,
Abbasi Fatemeh,
MoosaviZare Ahmad Reza,
Khazaei Marzieh,
Beyzavi M. Hassan
Publication year - 2015
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201500125
Subject(s) - chemistry , thioacetamide , aryl , reagent , condensation , catalysis , alkyl , solvent , organic chemistry , biochemistry , physics , thermodynamics
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.