Condensation of Aryl Aldehydes, 2‐naphthol, and Thioacetamide Catalyzed by N‐halo Reagents in Neutral Media

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.