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Updated: Jun 28, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Efficient 1,4-addition of alpha-substituted fluoro(phenylsulfonyl)methane derivatives to alpha,beta-unsaturated
G K Surya Prakash1, Xiaoming Zhao, Sujith Chacko
1Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA. gprakash@usc.edu
Abstract:
The 1,4-addition of a monofluoromethyl nucleophile to a variety of alpha,beta-unsaturated compounds has been achieved under mild conditions using either phosphines or potassium carbonate at room temperature. alpha-Substituted fluoro(phenylsulfonyl)methane easily undergoes Michael addition to alpha,beta-unsaturated ketones, esters, nitriles, sulfones, as well as propynoates at room temperature to yield the corresponding adducts in moderate to excellent yields.
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