KI-Catalyzed Oxidative Cyclization of Enamines and t BuONO to Access Functional Imidazole-4-Carboxylic Derivatives

A simple protocol for the noble-metal-free oxidative cyclization of enamines and t BuONO has been developed. This KI-mediated formal [4 + 1] cycloamination reaction provides a practical strategy for the synthesis of imidazole-4-carboxylic derivatives using t BuONO both as an aminating reagent and ox...

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Veröffentlicht in:Journal of organic chemistry 2022-11, Vol.87 (22), p.15380-15388
Hauptverfasser: Li, Yingchun, Qiu, Jixia, Gao, Peng, Zhai, Le, Bai, Zi-Jing, Chen, Huai-Juan
Format: Artikel
Sprache:eng
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Zusammenfassung:A simple protocol for the noble-metal-free oxidative cyclization of enamines and t BuONO has been developed. This KI-mediated formal [4 + 1] cycloamination reaction provides a practical strategy for the synthesis of imidazole-4-carboxylic derivatives using t BuONO both as an aminating reagent and oxidant. The reaction features wide substrate scope and good functional tolerance for enamine compounds, even the unactivated ones.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01943