Influence of the catalytic conditions on the selectivity of the Pd-catalyzed Heck arylation of acrolein derivatives |
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Authors: | Sébastien Noël Catherine Pinel |
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Institution: | Institut de Recherches sur la Catalyse, UPR-CNRS 5401, 2 Avenue Albert Einstein, 69626 Villeurbanne, France |
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Abstract: | The Heck arylation of acrolein with a variety of condensed aryl and heteroaryl halides is described. Depending on the substrate, up to 87% isolated yield to the expected aldehydes was achieved. When the reaction was run on diethylacetal acrolein, the choice of catalytic system dramatically affected the selectivity of the reaction: the catalyst system based on Herrmann’s palladacycle complex gave mainly saturated esters 2, whereas Cacchi’s conditions led to the formation of α,β-unsaturated aldehydes 1. |
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Keywords: | Heck arylation Acrolein Acrolein diethyl acetal Cinnamon derivatives Aromatic compounds Heteroaromatic compounds |
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