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Updated: May 21, 2025

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
Cu-Catalyzed Enantioselective S-Arylation of Sulfenamides Enabled by Confined Ligands
Xiao-Bao Wu1, Yue Shen1, Hua-Jie Jiang2
1Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
Abstract:
Chiral sulfilimines, aza analogues of sulfoxides, are essential in natural products and pharmaceuticals, highlighting the importance of their synthesis in asymmetric catalysis. However, efficient approaches for synthesizing chiral diaryl sulfilimines are still rare and challenging, particularly for those with two sterically similar aryl groups. Herein, we present a mild and efficient protocol for generating diverse enantioenriched diaryl and aryl alkyl sulfilimines via copper-catalyzed enantioselective S-arylation of N-acyl sulfenamides with diaryliodonium salts. A bulky PyBox ligand is crucial for stereocontrol, delivering various sulfilimines with up to 95% ee (51 examples).
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