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. 2013 Dec 6;78(23):12224-8.
doi: 10.1021/jo401972a. Epub 2013 Nov 26.

Use of silver carbonate in the Wittig reaction

Lukas Jedinak  1 , LaToya Rush, Mijoon Lee, Dusan Hesek, Jed F Fisher, Bill Boggess, Bruce C Noll, Shahriar Mobashery
Affiliations

Use of silver carbonate in the Wittig reaction

Lukas Jedinak et al. J Org Chem. .

Abstract

An efficient synthesis of olefins by the coupling of stabilized, semistabilized, and nonstabilized phosphorus ylides with various carbonyl compounds in the presence of silver carbonate is reported. Wittig olefination of aromatic, heteroaromatic, and aliphatic aldehydes (yields >63%) and a ketone (yield 42%) are demonstrated. These reactions proceed overnight at room temperature, under weakly basic conditions, and as such extend the applicability of the Wittig reaction to base-sensitive reactants.

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Figures

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Scheme 1
Scheme 2
Scheme 2
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