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A Review on Recent Advances in the Synthesis of Aziridines and their Applications in Organic Synthesis

Tanzeela Qadir, Andleeb Amin, Deeptanu Sarkar, Praveen Kumar Sharma

2021Current Organic Chemistry46 citationsDOI

Abstract

Aziridines are the saturated three-membered cyclic amines that constitute an important group of synthetic intermediates. These could act as a precursor for diverse organic compounds owing to the reactivity due to the ring strain associated with them. The outstanding property of aziridines is their high reactivity towards various nucleophilic and electrophilic reagents to acquire more stable ring-opened or ring-expanded amines that could be obtained from the release of strain energy intrinsic in a small ring. As such, aziridines could be used in the synthesis of 4-7 membered heterocycles of biological and industrial significance, such as azetidines, imidazoles, thiazoles, pyrazines, pyrimidines, benzothiazines, benzodiazepines, etc. Earlier synthesis of aziridines was considered a laborious task due to their instability. However, various synthetic approaches leading to the formation of aziridines are now available in the literature. Recently, green, cost-effective and approaches based on simpler work-up for these reactions have attracted researcher's attention. This review article deals with synthetic routes of aziridines and aziridine applications in organic synthesis.

Topics & Concepts

AziridineChemistryOrganic synthesisReactivity (psychology)NucleophileRing (chemistry)ElectrophileCombinatorial chemistryRing strainReagentOrganic chemistryCatalysisAlternative medicinePathologyMedicineSynthesis and Catalytic ReactionsPhenothiazines and Benzothiazines Synthesis and ActivitiesSynthesis of β-Lactam Compounds
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