Qiu, GuanyinshengMamboury, MathiasWang, QianZhu, Jieping2016-11-302016-11-302016-11-30201610.1002/anie.201609034https://infoscience.epfl.ch/handle/20.500.14299/131699WOS:000389224000036The reaction of allyl ethyl carbonates with isocyanides in the presence of a catalytic amount of Pd(OAc)2 provided ketenimines through b-hydride elimination of the allyl imidoylpalladium intermediates. The insertion of the isocyanide into the p-allyl Pd complex proceeded via an unusual h1-allyl Pd species. The resulting ketenimines were hydrolyzed to b,g-unsaturated carboxamides during purification by flash column chromatography on silica gel or converted in situ into 1,5-disubstituted tetrazoles by [3+2] cycloaddition with hydrazoic acid or trimethylsilyl azide.isocyanidesketeniminespalladiumtetrazolesbg-unsaturated amidesKetenimines from Isocyanides and Allyl Carbonates: Palladium-Catalyzed Synthesis of β,γ-Unsaturated Amides and Tetrazolestext::journal::journal article::research article