Alkenylation of arylamines and N-arylacetamides with acetylene compounds in superacids

Vinyl type cations generated in superacid HSO 3 F by the protonation of the triple bond of acetylene compounds efficiently react with arylammonium ions and N -arylacetamides yielding alkenylation products of the aromatic rings in the given amino derivatives. The regio-and stereoselectivity of electr...

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Veröffentlicht in:Russian journal of organic chemistry 2008-07, Vol.44 (7), p.965-979
Hauptverfasser: Shchukin, A. O., Vasil’ev, A. V., Aristov, S. A., Fukin, G. K., Rudenko, A. P.
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Sprache:eng
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Zusammenfassung:Vinyl type cations generated in superacid HSO 3 F by the protonation of the triple bond of acetylene compounds efficiently react with arylammonium ions and N -arylacetamides yielding alkenylation products of the aromatic rings in the given amino derivatives. The regio-and stereoselectivity of electrophilic aromatic substitution was investigated involving vinyl type cations and arylammonium ions or N -arylacetamides in HSO 3 F.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428008070063