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Updated: May 22, 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
Nickel-Catalyzed Stereospecific Alkylation of Vinylsiloxanes Using Pyridinium Salts
Logan Salamone1, Xavier Vanderbiest1, Olivier Riant1
1Institute of Condensed Matter and Nanosciences, Molecular Chemistry, Materials and Catalysis (IMCN/MOST), Université Catholique de Louvain, Place Louis Pasteur 1 bte L4.01.02, 1348 Louvain-la-Neuve, Belgium.
Abstract:
A methodology for radical cross-coupling with vinylsiloxanes and pyridinium salts under nickel catalysis is described. Easily implemented from inexpensive and abundant primary amines and terminal alkynes, this Hiyama coupling provides efficient access to (E), (Z), and (1,1')-alkenes with selectivity control. Operating under mild conditions, this robust strategy applies to a broad range of functional groups with diverse double bond stereochemistries. This versatile reaction is scalable and straightforward, accommodating both secondary and primary alkyl groups.
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