Abstract
The synthesis of functionalized α,β-unsaturated sulfonamides by means of cross-metathesis of vinyl sulfonamides and olefins has been developed. The reaction proceeds smoothly in the presence of Hoveyda–Grubbs catalyst and its nitro analogue, providing a wide range of substituted products. The usefulness of this methodology has been proven in the preparation of new derivatives of biologically active ingredients, moxifloxacin and naratriptan.
Highlights
The synthesis of functionalized α,β-unsaturated sulfonamides by means of cross-metathesis of vinyl sulfonamides and olefins has been developed
A number of challenges were noted in the crossmetathesis reaction of α,β-unsaturated partners containing sulfur at various oxidation states.[4]
In contrast to allyl sulfides, vinyl sulfides are much less reactive, which is generally assumed with their ability to arrest
Summary
Łukasz Wozń iak − Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warsaw, Poland. Rajkiewicz − Laboratory of Organometallic Synthesis, Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, 02-089 Warsaw, Poland. Louis Monsigny − Laboratory of Organometallic Synthesis, Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, 02-089 Warsaw, Poland; orcid.org/ 0000-0001-9325-1316.
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