ONE-POT MULTI-COMPONENT TANDEM COPPER-CATALYZED APPROACH FOR THE SYNTHESIS OF 2,5-PYRROLIDINEDIONE DERIVATIVES

Abstract

Heterocycles are among the most extensively studied molecules because of their widespread applications in medicinal, pharmaceutical, and natural product chemistry. 2,5-pyrrolidinedione, being well known among them, is the core structure of many important drugs and natural products. We propose an efficient and practical one-pot three-component approach for synthesizing 2,5 pyrrolidinedione derivatives via copper-catalyzed tandem [3+2] cycloaddition reaction of terminal alkynes, azides, and 2-bromo-2-methyl-N-(phenyl methoxy) propenamide in the presence of a base. During our study, we observed the unusual elimination product such as 2-methyl-N-(phenyl methoxy)-2-propenamide.