Catalytic C–H Functionalization Methods
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Abstract
Abstract
We report a palladium-catalyzed site-selective C–H nitration of 1-aryl-1H-indazoles enabled by newly developed Pd–organoselenium complexes. The protocol achieves highly efficient ortho-nitration of the aryl ring, delivering 1-(2-nitroaryl)-1H-indazoles in good to excellent yields and with selectivity complementary to previous indazole-C3, C4, and C7 nitration methods. Broad functional-group compatibility is observed across diverse substrates. Mechanistic studies indicate a ligand-controlled radical pathway responsible for the selectivity. The synthetic value of the nitrated products is demonstrated through their transformation into structurally diverse compounds, establishing this method as a practical route to valuable indazole scaffolds.
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@article{Yadav2026Palladium,
title = {Palladium-Catalyzed Site-Selective Nitration of 1-Aryl-1 H -indazole: A Direct Access to 1-(2-Nitroaryl)-1 H -indazoles},
author = {Krishna Yadav and Vijay Choudhary and Jyoti Joshi and Hemant Joshi},
journal = {The Journal of Organic Chemistry},
year = {2026},
doi = {10.1021/acs.joc.6c00461},
url = {https://doi.org/10.1021/acs.joc.6c00461}
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