Author： Savechenkov P. Rudenko A. Vasil'ev A. Fukin G.
Publisher： MAIK Nauka/Interperiodica
ISSN： 1070-4280
Source： Russian Journal of Organic Chemistry, Vol.41, Iss.9, 2005-09, pp. : 1316-1328
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Abstract
Vinyl type carbocations ArC+=CHX [X = CO2H, CO2Alk, C≡N, P(O)(OAlk)2] generated from alkyl 3-arylpropynoates and related compounds in fluorosulfonic acid at −75 to −20°C react with various benzene derivatives, following the mechanism of electrophilic substitution of hydrogen. A new procedure for the synthesis of alkyl 3,3-diarylpropenoates having various substituents in the aryl fragments has been developed on the basis of protonation of the triple bond in alkyl 3-arylpropynoates.
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