Oppenauer-type synthesis of &alpha;, &beta;-acetylenic ketones from tetra(phenylethynyl)tin and aromatic aldehydes

¹ Kuban State University, 149 Stavropolskaya Str., Krasnodar 350040, Russian Federation
² ChemEx Lab, Vladimir Dal’ Lugansk National University, Lugansk, 91034 Russia.
³ North-Caucasus Federal University, 1 Pushkina St., 355009 Stavropol, Russian Federation

Published: 03 November 2017 by MDPI in The 21st International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-21-04807

Abstract:

Tetra(phenylethynyl)tin reacts with aromatic aldehydes in the presence of a Lewis acid followed by the Oppenauer-type in situ oxidation of propargyl alcohols to give acetylenic ketones in a very good yield.

Keywords: Organotin compounds, tetraalkynylstannane, Oppenauer oxidation, α, β-acetylenic ketones

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