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Oxidative coupling of tetraalkynyltin with aldehydes leading to alkynyl ketones

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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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Publication details

The article was received on 25 Apr 2017, accepted on 30 Jun 2017 and first published on 30 Jun 2017


Article type: Paper
DOI: 10.1039/C7NJ01376K
Citation: New J. Chem., 2017, Advance Article
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    Oxidative coupling of tetraalkynyltin with aldehydes leading to alkynyl ketones

    A. S. Levashov, N. A. Aksenov, I. V. Aksenova and V. V. Konshin, New J. Chem., 2017, Advance Article , DOI: 10.1039/C7NJ01376K

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