Nickel‐Catalyzed Remote C(sp <sup>2</sup> )−H Nitration of 8‐Aminoquinolines Using AgNO <sub>3</sub> in Acetone

Abstract Nickel‐catalyzed C(sp 2 )─H nitration of 8‐aminoquinolines has been developed using AgNO 3 as a nitro source in acetone as a green solvent. The reaction provided moderate to high yield of the nitrated products under mild reaction conditions. Controlled reactions and radical trapping experiments have proven the radical pathway of the reaction. Gram‐scale synthesis, transformation reactions, and recovery of the aryl carboxylic acid derivative, used as an N‐protecting group in the substrate, have enriched the sustainability of this method.

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Journal
ChemistrySelect
Published
2025-08-01
DOI
https://doi.org/10.1002/slct.202502763
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Nickel‐Catalyzed Remote C(sp 2 )−H Nitration of 8‐Aminoquinolines Using AgNO 3 in Acetone

Priyanka Mishra, Ashok Kumar Pandey
ChemistrySelect
Catalytic C–H Functionalization Methods
article

Nickel‐Catalyzed Remote C(sp 2 )−H Nitration of 8‐Aminoquinolines Using AgNO 3 in Acetone

Priyanka Mishra, Ashok Kumar Pandey
article en

Abstract

Abstract Nickel‐catalyzed C(sp 2 )─H nitration of 8‐aminoquinolines has been developed using AgNO 3 as a nitro source in acetone as a green solvent. The reaction provided moderate to high yield of the nitrated products under mild reaction conditions. Controlled reactions and radical trapping experiments have proven the radical pathway of the reaction. Gram‐scale synthesis, transformation reactions, and recovery of the aryl carboxylic acid derivative, used as an N‐protecting group in the substrate, have enriched the sustainability of this method.

ChemistrySelectVol. 10(30)
Central Drug Research Institute (IN), Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 85%
Catalytic C–H Functionalization Methods
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