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Oxidative coupling of tetraalkynyltin with aldehydes leading to alkynyl ketones†
Andrey S. Levashov,Inna V. Aksenova,Valeriy V. Konshin
New Journal of Chemistry Pub Date : 06/30/2017 00:00:00 , DOI:10.1039/C7NJ01376K
Abstract

The reaction of tetraalkynyltin with aldehydes was studied for the first time. The reaction was shown to proceed as a tandem process of nucleophilic addition of tin acetylide to aldehyde followed by Oppenauer-type oxidation of produced tin alcoholates, and may be used as a convenient one-pot approach to acetylenic ketones. The advantages and limitations of the proposed method are discussed.

Graphical abstract: Oxidative coupling of tetraalkynyltin with aldehydes leading to alkynyl ketones
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