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Updated: Aug 28, 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
A late-stage functionalization tool: sulfonyl fluoride mediated deoxymethylation of phenols
Guofu Zhang1, Chenfei Guan1, Linjun Han1
1College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, People's Republic of China. gfzhang@zjut.edu.cn.
Abstract:
The late-stage functionalization of drugs and natural products has been identified as a promising approach to accelerate the discovery of new bioactive compounds. Due to the presence of the "Magic Methyl Effect", the direct deoxymethylation of phenolic hydroxyl groups, which are widespread in natural molecules, is a challenging task. A mild and rapid strategy for direct phenol deoxymethylation under metal catalysis using SO2F2 is described in this paper, while good functional group tolerance and high chemoselectivity allow this strategy to be one of the powerful tools for LSF. The power of this new platform is showcased through gram-scale and orthogonal experiments.
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