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C-C Bond Cleavage Initiated Cascade Reaction of β-Enaminones: One-Pot Synthesis of 5-Hydroxy-1H-pyrrol-2(5H)-ones

Ting Chen, Xiujuan Zheng, Wenhua Wang, Yadong Feng, Yanyun Wang and Jinhai Shen*

*School of Environment and Public Health, Xiamen Key Laboratory of Food and Drug Safety, Xiamen Huaxia University, Xiamen, Fujian 361024, China, Email:

T. Chen, X. Zhang, W. Wang, Y. Feng, Y. Wang, J. Shen, J. Org. Chem., 2021, 86, 2917-2928.

DOI: 10.1021/acs.joc.0c02832

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An unprecedented C(CO)-C(Ar) bond cleavage of β-enaminones under mild and transition-metal-free conditions followed by 1,3-O/C migration and aerobic hydroxylation provides various 5-hydroxy-1H-pyrrol-2(5H)-ones with broad functional group tolerance.

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proposed mechanism

Key Words

3-pyrrolin-2-ones, oxygen

ID: J42-Y2021