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Updated: Jul 13, 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
Synthesis of α-Vinyltrialkoxysilanes via Nickel-Mediated Cross-Electrophile Coupling Reactions
Bincy Chindan1, Anagha Syam1, Hariharan Mahendran1
1School of Chemistry, Indian Institute of Science Education and Research Thiruvananthapuram, Vithura, Thiruvananthapuram, Kerala 695551, India.
Abstract:
Vinyltrialkoxysilanes are indispensable for organic synthesis, particularly cross-coupling reactions. Hydrosilylation of alkynes inevitably yields α- and β-isomers of vinyltrialkoxysilanes even with complex ligands and catalysts, limiting its usage in organic synthesis. We report the synthesis of α-vinyltrialkoxysilanes via cross-electrophile C(sp2)-C(sp2) coupling of bromoalkenes. The method is quite compatible with functional groups under milder reaction conditions. The gram-scale synthesis of most substrates is impressive. The intermediacy of vinyl iodide and radical escape rebound path are supported by mechanistic studies.
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