New conjugated dienamides via palladium-catalyzed selective aminocarbonylation of enynes

New conjugated dienamides have been synthesized effectively via palladium-catalyzed aminocarbonylation of enynes in the presence of various amines, diaminoalkanes, and aminoalcohols. The products have been utilized as substrates in alkoxycarbonylation reactions using methanol as the nucleophile and Pd(PPh3)2Cl2 as the catalyst to afford novel ω-amidoesters in high yields and selectivities. Interestingly, the product obtained from the alkoxycarbonylation reaction of the dienamide product of enyne 1b was observed to undergo carbonylation of the α,β-double bond with respect to the carbonyl group and isomerization of the second isolated double bond.