FIRM EVIDNCE FOR CIS-AMINOPALLADATION IN THE REACTION OF 1-AMINOHEXATRIENES WITH PALLADIUM DICHLORIDE

Abstract

Abstract The reaction of PdCl2(PhCN)2 with ethyl α-N-acetyl-β-(4,6-dimethylbenzofuran-2-yl)acrylate, having a Z-propenyl group at 2-position of benzofuran ring, gave an azepine derivative, whereas its E-isomer afforded a Pd-σ-complex having azepine skeleton. Configurational assignment of the σ-complex, accomplished by methoxycarbonylation, clearly demonstrates that this intramolecular aminopalladation proceeds via cis-aminopalladation.