Chemoselective Vinylation of the Quinine Hydroxy Group with the System Electron-Deficient Acetylene/Diphenylphosphine Oxide: an Alternative to SNHAr Reaction

Chemoselective Vinylation of the Quinine Hydroxy Group with the System Electron-Deficient Acetylene/Diphenylphosphine Oxide: an Alternative to SNHAr Reaction

Three-component S N H Ar reaction of quinine, diphenylphosphine oxide, and furoylacetylene chemoselectively afforded the corresponding quinine vinyl ether and 2: 1 adduct of diphenylphosphine oxide to the triple bond of furoylacetylene instead of the expected cross-coupling product at the pyridine r...

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Veröffentlicht in:Russian journal of organic chemistry 2019, Vol.55 (12), p.1971-1974
Hauptverfasser: Volkov, P. A., Telezhkin, A. A., Ivanova, N. I., Khrapova, K. O., Albanov, A. I., Gusarova, N. K., Trofimov, B. A.
Format: Artikel
Sprache:eng
Schlagworte:
Acetylene
Chemistry
Chemistry and Materials Science
Cross coupling
Organic Chemistry
Short Communications
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Zusammenfassung:Three-component S N H Ar reaction of quinine, diphenylphosphine oxide, and furoylacetylene chemoselectively afforded the corresponding quinine vinyl ether and 2: 1 adduct of diphenylphosphine oxide to the triple bond of furoylacetylene instead of the expected cross-coupling product at the pyridine ring.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428019120285