Abstract
The reactivity of isoquinolinium methylides has been studied by ESCA and CNDO/2 calculations of charge density distribution, the negative charge of the ylide carbon is mainly delocalized on electron withdrawing substituents. This fact suggests a novel reaction mechanism involving a 1,2-cycloaddition to a ketene intermediate, a mechanism already invoked to explain pyridinium ylide addition reactions to acetylenic derivatives.
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