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


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Abstract

Three-component SNHAr 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.

About the authors

P. A. Volkov

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, Irkutsk, 664033

A. A. Telezhkin

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, Irkutsk, 664033

N. I. Ivanova

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, Irkutsk, 664033

K. O. Khrapova

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, Irkutsk, 664033

A. I. Albanov

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, Irkutsk, 664033

N. K. Gusarova

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, Irkutsk, 664033

B. A. Trofimov

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Author for correspondence.
Email: boris_trofimov@irioch.irk.ru
Russian Federation, Irkutsk, 664033

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