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Copper-Catalyzed Annulation of Oxime Acetates with α-Amino Acid Ester Derivatives: Synthesis of 3-Sulfonamido/Imino 4-Pyrrolin-2-ones

Chun-Bao Miao*, An-Qi Zheng, Li-Jin Zhou, Xinyu Lyu and Hai-Tao Yang*

*School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164, P. R. China, Email: estallyyahoo.com, yht898yahoo.com

C.-B. Miao, A.-Q. Zheng, L.J. Zhou, X. Lyu, H.-T. Yang, Org. Lett., 2020, 22, 3381-3385.

DOI: 10.1021/acs.orglett.0c00870


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Abstract

A copper-catalyzed annulation of oxime acetates and α-amino acid ester derivatives provides 4-pyrrolin-2-ones bearing a 3-amino group. This process features the oxidation of amines with oxime esters as the internal oxidant and a subsequent nucleophilic cyclization.

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Key Words

4-pyrrolin-2-ones


ID: J54-Y2020