Intermolecular bisamidation

Intermolecular bisamidation of cM-styrenes (112), catalysed by Pd /Pd, has been developed as a regio- and diastereo-selective process (Scheme 7). The reaction is believed to commence with an anfi-addition of Pd and phthalimide across the C=C bond. The resulting intermediate (113) with palladium in the preferred benzylic position is then oxidized by PhI(OPiv)2 to generate the Pd species (114), which undergoes an 5ivf2 reaction with the second nucleophile to afford the final diamide derivative (115). ... 

In 1992, Bergman et al. reported that zirconium bisamides Cp2Zr(NHR)2 catalyze the intermolecular hydroamination of alkynes with sterically hindered primary amines to give enamines or their tautomeric imines (e.g., Eq. 4.77) [126]. 

Nevertheless, reactions are known for a long time in which an intermolecular binding of a carbonyl carbon atom with the nitrogen atom of a cyano group takes place. Thus, the a-ketoacids 107 are capable of undergoing condensation with some nitriles in the presence of either anhydrous hydrogen chloride or sulfuric acid to give enamides 108 or bisamides 109 (equation 38). 

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