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Communication | Regular issue | Vol 22, No. 6, 1984, pp.1335-1337
Published online, 1st January, 1970
DOI: 10.3987/R-1984-06-1335
Reactions of 3-Dicyanomethyl-1-ethylbenzotriazolium Ylide with Acetylenic Esters

Enrique Díez-Barra, José Elguero, and Carmen Pardo*

*Departamento de Química Orgánica, Facultad de Química, Universidad Complutense de Madridas, Ciudad Universitaria, E-28040 Madrid, Spain


The titled compound (1) reacts with acetylenic esters (2) giving 1:1 adducts (4), via 1,3-dipolar cycloaddition. Concerning the regioselectivity of the reaction, experimental results are in agreement with theoretical calculations and correspond to an inverted polarization of the azomethineimine moiety with regard to most known examples.