Copper-catalyzed [3+2] annulation of -acyl ketoximes with 2-aryl malonates for the synthesis of 3-aryl-4-pyrrolin-2-ones.

Chem Commun (Camb)

Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, School of Petrochemical Engineering, Changzhou University, Changzhou, 213164, P. R. China.

Published: April 2023

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A copper-catalyzed [3+2] annulation of -acyl ketoximes with 2-aryl malonates for the concise synthesis of 3-aryl-4-pyrrolin-2-ones has been developed. The advantage of this method lies in the use of -acyl oximes as an internal oxidant to generate the nucleophilic enamines and electrophilic -quinone methides concurrently. The subsequent nucleophilic addition undergoes selectively on the α-C of malonates.

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http://dx.doi.org/10.1039/d3cc00367aDOI Listing

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