Water-mediated and promoted eco-friendly one-pot synthesis of azaarene substituted isoxazoles

Abstract

An efficient and green approach for the sp³ C–H bond functionalization of 2-methyl azaarenes to 3-methyl-4-nitro-5-styrylisoxazoles in water has been described. Nitrostyrylisoxazoles were proven to be good CC electrophilic acceptors for the construction of various azaarene-containing Michael addition products. This method provides an efficient and environmentally benign method for the one-pot synthesis of biologically important azaarene-substituted isoxazole derivatives in good yields. The important aspects of the present methodology are the use of non-toxic solvent, that it is catalyst free, the ease of purification and the large substrate scope.