KMID : 1059519840280050335
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Journal of the Korean Chemical Society 1984 Volume.28 No. 5 p.335 ~ p.341
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Synthesis of Conjugated Dienals by Palladium-Catalyzed Vinyl Substitution Reaction
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Lee Jong-Tae
Kim Jin-Il
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Abstract
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Acetals of ¥á,¥â-unsaturated aldehydes reacted readily with aryl bromides in the presence of palladium catalyst and triethylamine to form aryl conjugated enals. Acrolein diethyl acetal and methacrolein diethyl acetal were reacted with phenyl bromides with substituents such as methyl and isopropyl groups at 100¡É. The reaction products yields except the reaction of o-bromotoluene with methacrolein diethyl acetal. The products were identified by proton nuclear magnetic resonance and infrared spectroscopy. In the reverse combination of reactants to prepare aliphatic 2,4-dienals in good yield of above 50%, 3-bromopropenal dimethyl acetal and (E)-3-bromo-2-methylpropenal diethyl acetal were used as vinylic halide reactants and 1-alkenes and ethyl acrylate as olefin reactants.
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