A one-pot method for the preparation of 2,5-diarylthiophene-1-oxides from arylacetylenes

Autor: Adam C. Whalley, Eleanor M. Fortner-Buczala, Robert W. Miller, Adam M. Dyer, Nicholas J. Dodge
Rok vydání: 2016
Předmět:
Zdroj: Tetrahedron Letters. 57:1860-1862
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2016.03.051
Popis: 2,5-Diarylthiophene-1-oxides have been prepared from readily available arylacetylene precursors via zirconacyclopentadiene intermediates. The isolated yields of the desired thiophene-1-oxides are comparable to those obtained from the oxidation of thiophene derivatives while avoiding the formation of over-oxidation products. Furthermore, this route offers broader versatility than commonly used methods by providing products outfitted with electron-donating or electron-withdrawing groups with very little variation in isolated product yields. Finally, this strategy provides access to products containing functional groups that are not compatible with oxidation conditions.
Databáze: OpenAIRE