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Updated: Aug 23, 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
N-Trifluoropropylation of Azoles through N-Vinylation and Sequential Hydrogenation
Shu-Jie Chen1, Jia-Hui Li1, Zhi-Qing He1
1School of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou 510006, P.R. China.
Abstract:
Installing a fluoroalkyl group onto the nitrogen atom of azoles represents a potential strategy for lead optimization in medicinal chemistry. Herein, we describe a method for the N-trifluoropropylation of azoles. This process is accomplished using a combination of regioselective N-vinylation and sequential hydrogenation. The two-step sequence is applicable to a diverse set of azoles and tolerates a wide range of functionalities. In addition, we showcase its practicability and utility through the gram-scale synthesis and the late-stage modification of a complex molecule.
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