Multicomponent Approach for the Synthesis of Substituted 1,8-Naphthyridine Derivatives Catalyzed by N-Bromosulfonamides

Abstract

A single-step, facile synthesis of new 1,8-naphthyridine derivatives was carried out at room temperature under mild conditions using a three-component condensation reaction of substituted 2-aminopyridines, malononitrile or methyl/ethyl cyanoacetate, and various aldehydes in the presence of N,N,N′,N′-tetrabromobenzene-1,3-disulfonamide (TBBDA) or poly(N,N′-dibromo-N-ethylbenzene-1,3-disulfonamide) (PBBS) as Lewis acid. A simple procedure, good to high yields, easy workup, and purification and reusability of the catalyst are significant advantages of this process.

Key words

1,8-naphthyridine - N-bromosulfonamides - 2-aminopyridine - Knoevenagel/Michael addition - heterocyclization - MCR

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