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Oxidative Nucleophilic Functionalization of Nitrobenzene and 3‐Nitroacetophenones with N−H Bonds
Author(s) -
Chung Duy T. M.,
Le Phuc Q.,
Le Huy X.,
Huynh Tien V.,
Phan Anh N. Q.,
Nguyen Tung T.,
Phan Nam T. S.
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202102169
Subject(s) - amination , nitrobenzene , chemistry , nucleophile , nitro , oxidative coupling of methane , annulation , combinatorial chemistry , oxidative phosphorylation , molecule , aryl , aniline , surface modification , medicinal chemistry , organic chemistry , catalysis , biochemistry , alkyl
Abstract Nitroarenes are versatile intermediate, thus found ubiquitous uses in synthesis of bio‐related molecules and functional materials. Herein we develop methods for synthesis of substituted nitroarenes benefited from oxidative nucleophilic amination of C−H bonds para to the nitro functionality. Simple base NaOH was used to mediate the coupling of N−H heterocycles and nitrobenzene. Meanwhile, 5‐nitro‐1‐aryl‐1 H ‐indazoles were isolated from copper‐mediated annulation of 3‐nitroaryl methyl ketones and arylhydrazines.