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Use of silver carbonate in the Wittig reaction.

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.

SUBMITTER: Jedinak L

PROVIDER: S-EPMC3894822 | biostudies-literature | 2013 Dec

REPOSITORIES: biostudies-literature

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Use of silver carbonate in the Wittig reaction.

Jedinak Lukas L Rush LaToya L Lee Mijoon M Hesek Dusan D Fisher Jed F JF Boggess Bill B Noll Bruce C BC Mobashery Shahriar S

The Journal of organic chemistry 20131126 23

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 ...[more]

PMID: 24251875

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