Abstract
Results of PdCl 2(PPh 3) 2-catalyzed hydroesterifications of unsaturated nitrogen heterocycles under moderate conditions are reported. Although basic amine substrates are unreactive, hydrochloride salts of N-methyl-1, 2,3,6-tetrahydropyridine, 1, 1,2,3,6-tetrahydropyridine, 7, and tropidine, 20, gave moderate to good conversions to mixtures of isomeric methyl esters. The weakly basic substrate, N-ethoxycarbonylnortropidine, 23, gave high conversion to two major methyl esters but N-ethoxycarbonyl-1,2,3,6-tetrahydropyridine, 12, and N-acetyl-1,2,3,6-tetrahydropyridine, 13, gave low conversions to esters due to competing reactions.
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