Regioselective <scp>C3</scp> ‐Nitration of Pyrazolo[1,5‐ <i>a</i> ]Pyrimidines With Fe( <scp> NO <sub>3</sub> </scp> ) <sub>3</sub> / <scp>TFA</scp> as a Nitrating Agent

ABSTRACT Nitro‐functionalized pyrazolo[1,5‐ a ]pyrimidines are valuable in materials science and energetics, but traditional methods typically require a mixture of sulfuric and nitric acids. This work presents a mild, iron‐complex‐mediated strategy for efficient C3‐selective nitration of pyrazolo[1,5‐ a ]pyrimidin‐7‐amines, providing direct access to these important scaffolds. The utility of this versatile method is highlighted by its successful application in late‐stage modification, gram‐scale synthesis, and further product diversification.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2025-11-10
DOI
https://doi.org/10.1002/jhet.70134
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Regioselective C3 ‐Nitration of Pyrazolo[1,5‐ a ]Pyrimidines With Fe( NO 3 ) 3 / TFA as a Nitrating Agent

Ting Pang, Li Chen, Ruili Guo, Jing He et al.
Journal of Heterocyclic Chemistry
Catalytic C–H Functionalization Methods
article

Regioselective C3 ‐Nitration of Pyrazolo[1,5‐ a ]Pyrimidines With Fe( NO 3 ) 3 / TFA as a Nitrating Agent

Ting Pang, Li Chen, Ruili Guo, Jing He, Ping Liu, Liwen Liu, Huawei Li
article en

Abstract

ABSTRACT Nitro‐functionalized pyrazolo[1,5‐ a ]pyrimidines are valuable in materials science and energetics, but traditional methods typically require a mixture of sulfuric and nitric acids. This work presents a mild, iron‐complex‐mediated strategy for efficient C3‐selective nitration of pyrazolo[1,5‐ a ]pyrimidin‐7‐amines, providing direct access to these important scaffolds. The utility of this versatile method is highlighted by its successful application in late‐stage modification, gram‐scale synthesis, and further product diversification.

Journal of Heterocyclic ChemistryVol. 63(2)
Shihezi University (CN)
Openalex Percentile: Top 74%
Catalytic C–H Functionalization Methods
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Regioselective <scp>C3</scp> ‐Nitration of Pyrazolo[1,5‐ <i>a</i> ]Pyrimidines With Fe( <scp> NO <sub>3</sub> </scp> ) <sub>3</sub> / <scp>TFA</scp> as a Nitrating Agent — Ting Pang, Li Chen, et al. · Journal of Heterocyclic Chemistry (2025) | TGRS Research Map | TGRS