
Journal of Organic Chemistry p. 12224 - 12228 (2013)
Update date:2022-08-03
Topics:
Jedinak, Lukas
Rush, Latoya
Lee, Mijoon
Hesek, Dusan
Fisher, Jed F.
Boggess, Bill
Noll, Bruce C.
Mobashery, Shahriar
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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