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

P. A. Volkov; A. A. Telezhkin; N. I. Ivanova; K. O. Khrapova; A. I. Albanov; N. K. Gusarova; B. A. Trofimov

doi:10.1134/S1070428019120285

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

Authors: Volkov P.A.¹, Telezhkin A.A.¹, Ivanova N.I.¹, Khrapova K.O.¹, Albanov A.I.¹, Gusarova N.K.¹, Trofimov B.A.¹
Affiliations:
1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Issue: Vol 55, No 12 (2019)
Pages: 1971-1974
Section: Short Communications
URL: https://journals.rcsi.science/1070-4280/article/view/221548
DOI: https://doi.org/10.1134/S1070428019120285
ID: 221548

Cite item

Full Text

Open Access
Restricted Access

Access granted
Restricted Access

Subscription Access

Abstract
About the authors
References
Supplementary files
Statistics

Abstract

Three-component S_N^HAr 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.