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IBX-Promoted Oxidative Cyclization of N‑Hydroxyalkyl Enamines: A Metal-Free Approach toward 2,3-Disubstituted Pyrroles and Pyridines

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posted on 2020-06-08, 13:34 authored by Peng Gao, Huai-Juan Chen, Zi-Jing Bai, Mi-Na Zhao, Desuo Yang, Juan Wang, Ning Wang, Lele Du, Zheng-Hui Guan
An iodoxybenzoic acid-mediated selected oxidative cyclization of N-hydroxyalkyl enamines was developed. Through this strategy, a variety of 2,3-disubstituted pyrroles and pyridines were produced in good selectivity involving oxidation of alcohol, followed by condensation of aldehyde and α-C of enamines. Furthermore, this metal-free method has several advantages, including the use of environmentally friendly reagents, broad substrate scope, mild reaction conditions, and high efficiency.

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