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Denitrogenative Transformations of Pyridotriazoles and Related Compounds: Synthesis of <i>N</i>-Containing Heterocyclic Compounds and Beyond

Dongari Yadagiri, Mónica Rivas, Vladimir Gevorgyan

2020The Journal of Organic Chemistry111 citationsDOIOpen Access PDF

Abstract

The high demand for new and efficient routes toward synthesis of nitrogen-containing heterocyclic scaffolds has inspired organic chemists to discover several methodologies over recent years. This Perspective highlights one standout approach, which involves the use of pyridotriazoles and related compounds in denitrogenative transformations. Readily available pyridotriazoles undergo ring-chain isomerization to produce uniquely reactive α-diazoimines. Such reactivity, enabled by metal catalysts, additives, or visible-light irradiation, can be applied in transannulation, insertion, cyclopropanation, and many other transformations.

Topics & Concepts

ChemistryCyclopropanationIsomerizationReactivity (psychology)CatalysisCombinatorial chemistryOrganic chemistryOrganic synthesisRing (chemistry)PathologyAlternative medicineMedicineCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Reactivity of Heterocycles
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