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Updated: May 24, 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
Enantioselective Cascade Annulation of 1,2,3-Triazoles and Enals Enabled by Sequential Rhodium and Oxidative NHC
Xiaoyi Yu1, Hao An1, Wenbin Wu1
1Frontiers Science Center for Flexible Electronics (FSCFE), Shaanxi Institute of Flexible Electronics (SIFE), and Shaanxi Institute of Biomedical Materials and Engineering (SIBME), Northwestern Polytechnical University (NPU), 127 West Youyi Road, Xi'an 710072, China.
Abstract:
The in situ-generated pyrrolin-3-ones serve as novel and versatile synthons, being employed as intermediates for the efficient production of pyrrole-fused lactones with high yield and excellent enantioselectivity. Herein, we introduce emerging rhodium and oxidative N-heterocyclic carbene relay catalysis that enables a highly enantioselective cascade annulation between easily available 1,2,3-triazoles and enals. In this proof-of-concept study, the in situ-generated pyrrolin-3-ones engage α,β-unsaturated acylazolium intermediates generated from enals via oxidative N-heterocyclic carbene catalysis.
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