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Updated: Oct 25, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Copper-catalyzed synthesis of N-γ-lactam-substituted sulfoximines via radical cascade cyclization
Zeguo Fang1, Di Yang1, Hanyang Zhang1
1Hubei Provincial Key Laboratory of Green Materials for Light Industry, Hubei University of Technology, Wuhan 430068, China. fangzeguo@hbut.edu.cn.
Abstract:
Existing approaches to sulfoximine N-alkylation rely on N-nucleophilic substitution or direct radical trapping at nitrogen, which are hampered by harsh conditions or restricted reaction modes. Herein, we report a distinct strategy for radical N-alkylation through a copper-catalyzed radical cascade. The transformation proceeds via sequential amidyl radical generation, intramolecular 5-exo-trig cyclization, and intermolecular radical cross-coupling, enabling the formation of two C-N bonds in a single operation. The method shows broad substrate scope, accommodating both symmetrical and unsymmetrical sulfoximines, and good functional group tolerance, providing rapid access to diverse N-γ-lactam-substituted sulfoximines that combine two pharmaceutically privileged motifs.
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