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Trifluoromethanesulfonic Acid Promoted Controllable Electrophilic Aromatic Nitration

Yanxuan Wu, Wen Lu, Yan‐Na Ma, Feijing Chen, Wei Ren, Xuenian Chen

2023The Journal of Organic Chemistry18 citationsDOI

Abstract

In this work, we developed a facile and controllable electrophilic aromatic nitration method with commercially available 68% HNO 3 as the nitrating reagent and trifluoromethanesulfonic acid (HOTf) as the catalyst in hexafluoroisopropanol or under solvent-free conditions. The electrophilic nitration products of different arenes can be obtained in almost quantitative yields by tuning the loading of HOTf. The strong acidity and water absorbing property of HOTf allowed this transformation to reach completion in a short time at room temperature.

Topics & Concepts

NitrationElectrophileReagentSolventChemistryCatalysisOrganic chemistryElectrophilic aromatic substitutionCombinatorial chemistryInorganic chemistryChemical Synthesis and ReactionsSulfur-Based Synthesis TechniquesPhenothiazines and Benzothiazines Synthesis and Activities
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