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KMID : 1059519850290030287
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Journal of the Korean Chemical Society
1985 Volume.29 No. 3 p.287 ~ p.294
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Palladium Catalyzed Synthesis of Aryl Conjugated Enamides
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Hong Young-Taik
Lee Jong-Tae
Ryu Cheol-Mo
Kim Jin-Il
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Abstract
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Acrylamide, N-alkyl substituted acrylamides and N,N-diethylacrylamide were reacted with aryl bromides in the presence of triethylamine and palladium acetate-triorthotolyl phosphine catalyst to form the various substituted aryl conjugated enamides. These reactions proceeded selectively and (E)-isomer of aryl conjugated enamides was obtained. N-alkyl substituted acrylamides were more reactive than acrylamide or N,N-diethylacrylamide and gave high yields of vinylated products. Aryl bromides with electron withdrawing group showed good reactivity but aryl bromides with electron donating group showed poor reactivity or no reactivity for acrylamide or N,N-diethylacrylamide.
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