INTRAMOLECULAR FRIEDEL‒CRAFTS ALKYLATION BY ELECTROCHEMICAL CARBENIUM ION GENERATION

Authors

  • Anna Lielpētere Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia
  • Artūrs Šilaks Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia
  • Aigars Jirgensons Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia

DOI:

https://doi.org/10.1007/6919

Keywords:

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

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.

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Published

2022-12-20

Issue

Vol. 58 No. 12 (2022)

Section

Original Papers