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INTRAMOLECULAR FRIEDEL‒CRAFTS ALKYLATION BY ELECTROCHEMICAL CARBENIUM ION GENERATION

Anna Lielpētere, Artūrs Šilaks, Aigars Jirgensons
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Abstract


Electrochemical activation of trialkylstannylmethyl group as an electroauxiliary for carbenium ion generation enables the intramolecular Friedel‒Crafts alkylation. Electrochemical activation of stannylmethyl group forms carbenium ion which can be trapped by intramolecular (het)aromatic nucleophiles for the formation of new 6-membered cycles.


Keywords


carbenium ion; chromenes; pyrans; condensed heterocycles; electroauxiliary; electroorganic synthesis; Friedel‒Crafts alkylation.

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