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Updated: Mar 8, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
A versatile route to polythiophenes with functional pendant groups using alkyne chemistry
Xiao Huang1, Li Yang2, Rikard Emanuelsson2
1Department of Chemistry - BMC, Uppsala University, Box 576, 751 23 Uppsala, Sweden.
Abstract:
A new versatile polythiophene building block, 3-(3,4-ethylenedioxythiophene)prop-1-yne (pyEDOT) (3), is prepared from glycidol in four steps in 28% overall yield. pyEDOT features an ethynyl group on its ethylenedioxy bridge, allowing further functionalization by alkyne chemistry. Its usefulness is demonstrated by a series of functionalized polythiophene derivatives that were obtained by pre- and post-electropolymerization transformations, provided by the synthetic ease of the Sonogashira coupling and click chemistry.
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