KI-Catalyzed Oxidative Cyclization of Enamines and tBuONO to Access Functional Imidazole-4-Carboxylic Derivatives
Yingchun Li, Jixia Qiu, Peng Gao*, Le Zhai, Zi-Jing Bai and Huai-Juan Chen
*Shaanxi Key Laboratory of Phytochemistry, College of Chemistry and Chemical Engineering, Baoji University of Arts and Sciences, Baoji 721013, Shaanxi,
P. R. China, Email: gaopeng_hx
bjwlxy.edu.cn
Y. Li, J. Qiu, P. Gao, L. Zhai, Z.-J. Bai, H.-J. Chen, J. Org. Chem., 2022, 87, 15380-15388.
DOI: 10.1021/acs.joc.2c01943
see article for more reactions
Abstract
KI mediates a noble-metal-free oxidative cyclization of enamines with tBuONO as an aminating reagent and oxidant. This formal [4 + 1] cycloamination reaction provides imidazole-4-carboxylic derivatives with wide substrate scope and good functional tolerance.
see article for more examples
proposed mechanisms
Key Words
ID: J42-Y2022
