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Updated: Apr 22, 2026

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Easy Access to N,N-Disubstituted 2-Imidazolidinones from Weinreb-Type Amides and Enamides via Visible-Light-Mediated
Wan-Zhong Feng1, Tao Wang1,2, Zhou-Chao Ye1
1State Key Laboratory of Natural Product Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
Abstract:
This paper describes a visible-light-driven photoredox catalytic strategy for the facile preparation of N,N-disubstituted-2-imidazolidinones from Weinreb-type amides (WAs) and N-acyl enamines. The reaction commences with the photoredox-catalyzed heterolysis of the N-O bond in the WAs, generating a nitrogen-centered amidyl radical. This radical subsequently adds to the enamine with high regioselectivity, triggering a tandem process comprising a radical Smiles rearrangement and an intramolecular acyl-retentive cyclization. This cascade ultimately leads to the formation of a highly reconstructed 2-imidazolidinone scaffold. This study presents a novel, straightforward approach to the synthesis of diversely substituted 2-imidazolidinones.
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