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Base-Promoted Tandem S<sub>N</sub>Ar/Boulton–Katritzky Rearrangement: Access to [1,2,4]Triazolo[1,5-<i>a</i>]pyridines

Zihao Li, Kongxi Qiu, Xiao Yang, Wei Zhou, Qian Cai

2022Organic Letters12 citationsDOI

Abstract

A base-promoted tandem SNAr/Boulton–Katritzky rearrangement is developed. It offers a simple and straightforward method for the formation of functionalized [1,2,4]triazolo[1,5-a]pyridines from 1,2,4-oxadiazol-3-amines or 3-aminoisoxazoles with 2-fluoropyridines.

Topics & Concepts

ChemistryTandemNucleophilic aromatic substitutionBase (topology)Smiles rearrangementComputational chemistryCombinatorial chemistryStereochemistryMedicinal chemistryNucleophilic substitutionMaterials scienceMathematicsComposite materialMathematical analysisSynthesis and Biological EvaluationClick Chemistry and ApplicationsSynthesis and Reactivity of Heterocycles
Base-Promoted Tandem S<sub>N</sub>Ar/Boulton–Katritzky Rearrangement: Access to [1,2,4]Triazolo[1,5-<i>a</i>]pyridines | Litcius