A convenient three-component synthesis of carbamatoalkyl naphthols catalyzed by cerium ammonium nitrate

Abstract

A highly efficient synthesis of carbamatoalkyl naphthols has been performed by a one-pot three-component condensation of 2-naphthol, aldehydes, and methyl/ethyl/benzyl carbamates in the presence of cerium ammonium nitrate under solvent-free conditions at 70 ^oC. The solvent, optimal amounts of raw materials and catalyst, and reaction temperature are investigated. Experimental results show that only 0.1 mmol catalyst is enough to induce the conversion. Most reactions are performed within a short reaction time. The structures of all products were characterized by IR, ¹H NMR, ¹³C NMR, MS, and elemental analysis. A mechanism to rationalize the reaction has been proposed.

KEY WORDS: Carbamatoalkyl naphthols, Cerium ammonium nitrate, One-pot synthesis, Solvent-free conditions

Bull. Chem. Soc. Ethiop. 2013, 27(3), 421-426.

DOI: http://dx.doi.org/10.4314/bcse.v27i3.11