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Electro- and Mechanochemical Strategy as a Dual Synthetic Approach for Biologically Relevant 3-Nitro-imidazo-[1,2-<i>a</i>]pyridines

Debojyoti Mukherjee, Indrajit Karmakar, Goutam Brahmachari

2024The Journal of Organic Chemistry18 citationsDOI

Abstract

We herein disclose a dual synthetic approach involving electrochemical and mechanochemical strategies for diversely functionalized 3-nitro-2-aryl-immidazo[1,2- a ]pyridines. Both methods offer a practical and straightforward alternative route for accessing this important class of biologically promising nitrogen-containing heterocycles. Significant advantages of the newly developed methods include mild and energy-efficient reaction conditions, avoidance of transition metal catalysts, external heating and additional oxidants, shorter reaction times, good to excellent yields, broad substrate scope, gram-scale applicability, operational simplicity, and eco-friendliness. Furthermore, a synthetic application was extended by successfully reducing synthesized 3-nitro-2-aryl-immidazo[1,2- a ]pyridines to their corresponding amino derivatives.

Topics & Concepts

NitroCombinatorial chemistryArylSubstrate (aquarium)CatalysisReaction conditionsDual (grammatical number)ChemistryScope (computer science)NanotechnologyBiochemical engineeringMaterials scienceOrganic chemistryComputer scienceEngineeringProgramming languageArtAlkylLiteratureOceanographyGeologyPhenothiazines and Benzothiazines Synthesis and ActivitiesSynthesis and Reactivity of HeterocyclesQuinazolinone synthesis and applications
Electro- and Mechanochemical Strategy as a Dual Synthetic Approach for Biologically Relevant 3-Nitro-imidazo-[1,2-<i>a</i>]pyridines | Litcius