Synthesis of 2‑Arylbenzothiazole and 2‑Arylthiazole Derivatives via a Ru-Catalyzed meta-Selective C–H Nitration Reaction

A Ru-catalyzed meta-selective C–H nitration of 2-arylbenzothiazoles and 2-arylthiazoles has been developed. A wide range of functional groups are tolerated, providing the meta-nitrated products in good to excellent yields using Cu­(NO3)2·3H2O as the nitro source. The nitration could be carried out o...

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Veröffentlicht in:Journal of organic chemistry 2019-10, Vol.84 (20), p.12784-12791
Hauptverfasser: Liu, Deming, Luo, Puying, Ge, Junying, Jiang, Zilin, Peng, Yiyuan, Ding, Qiuping
Format: Artikel
Sprache:eng
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Zusammenfassung:A Ru-catalyzed meta-selective C–H nitration of 2-arylbenzothiazoles and 2-arylthiazoles has been developed. A wide range of functional groups are tolerated, providing the meta-nitrated products in good to excellent yields using Cu­(NO3)2·3H2O as the nitro source. The nitration could be carried out on a gram scale and used for the synthesis of promising therapeutic leads for human African trypanosomiasis.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b01194