Abstract
Aryl, heterocyclic, benzyl, and vinylic halides undergo facile reactions with carbon monoxide or olefins forming new carbon-carbon bonds under the influence of triarylphosphine-palladium catalysts. The carbon monoxide reactions produce esters in the presence of alcohols, amides in the presence of amines, and aldehydes in the presence of hydrogen. Reactions with olefins produce new olefins in which a vinylic hydrogen is replaced by the organic group from the halide. Some olefins and vinylic halides require the presence of secondary amines to react, in which instance tertiary allylic amines are formed catalytically. Conjugated dienes may be used in place of simple olefins to form products with additional unsaturation. Numerous applications for these reactions in organic synthesis appear likely.
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