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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Mini-Review Article

The Coupling of Carbon and Nitrogen Substituents with Nitroarenes: Vicarious Nucleophilic Substitution of Hydrogen in Nitroarenes

Author(s): Dong Zou* and Gang Han*

Volume 26, Issue 9, 2022

Published on: 21 June, 2022

Page: [822 - 833] Pages: 12

DOI: 10.2174/1385272826666220509142255

Price: $65

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Abstract

In recent years, nitroarenes have been extensively exploited as green, efficient electrophilic arylation reagents used in a variety of organic syntheses. Transition-metal-free cross-coupling reactions and Vicarious Nucleophilic Substitution (VNS) have become practical and reliable synthetic methods to access momentous functionalized organic compounds. Thus, the introduction of various substituents into nitroarenes has attracted considerable attention as important synthetic approaches due to their simplicity and practicality. In this review, we comprehensively summarize the coupling of several carbon and nitrogen substituents with nitroarenes via nucleophilic substitution under mild conditions, followed by the application of these transversions in the construction of carbon and heterocyclic rings.

Keywords: Nitroarenes, transition-metal-free, cross-coupling, vicarious nucleophilic substitution, carbon substituents, nitrogen substituents.

Graphical Abstract

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