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In water organic synthesis: Introducing itaconic acid as a recyclable acidic promoter for efficient and scalable synthesis of quinoxaline derivatives at room temperature

Kashyap J. Tamuli, Shyamalendu Nath, Manobjyoti Bordoloi

2021Journal of Heterocyclic Chemistry16 citationsDOI

Abstract

Substituted quinoxaline derivatives are traditionally synthesized by co‐condensation of various starting materials. Herein, we describe a novel environmentally benign in water synthetic route for the synthesis of structurally and electronically diverse ninety quinoxalines with readily available substituted o ‐phenylenediamine and 1,2‐diketones using cheap and biodegradable itaconic acid as a mild acid promotor in 1 hours. The reaction is performed at room temperature, which proceeds through cyclo‐condensation reaction followed by obtaining the aforesaid nitrogen‐containing heterocyclic adducts without performing the column chromatography up to 96% total yields. The simplicity, high efficiency, and reusable of the catalyst merits this reaction condition as “green synthesis” which enables it to be useful in synthetic transformations upto gram scale level.

Topics & Concepts

ChemistryItaconic acidQuinoxalineOrganic chemistryCondensationCatalysisAdductCombinatorial chemistryOrganic synthesisPolymerCopolymerPhysicsThermodynamicsSynthesis and Biological EvaluationMulticomponent Synthesis of HeterocyclesSynthesis and biological activity