Electrochemical synthesis of selenyl-dihydrofurans <i>via</i> anodic selenofunctionalization of allyl-naphthol/phenol derivatives and their anti-Alzheimer activity
Marcos R. Scheide, Alex Schneider, Guilherme A. M. Jardim, Guilherme M. Martins, Daniele C. Durigon, Sumbal Saba, Jamal Rafique, Antônio L. Braga
Abstract
Herein, we report an eco-friendly, electrosynthetic approach for the intramolecular oxyselenylation of allyl-naphthol/phenol derivatives. This reaction proceeds with 0.2 equiv. of nBu4NClO4 as an electrolyte and Pt working electrodes in an undivided cell, resulting in the selenyl-dihydrofurans in good to excellent yields. Furthermore, several of the synthesized products presented a high percentage of acetylcholinesterase (AChE) inhibition, highlighting their potential anti-Alzheimer activity.
Topics & Concepts
PhenolIntramolecular forceChemistryElectrochemistry1-Naphthol2-NaphtholOrganic chemistryCombinatorial chemistryElectrodePhysical chemistryOrganoselenium and organotellurium chemistrySulfur-Based Synthesis TechniquesVanadium and Halogenation Chemistry