Construction of Functionalized α-Imino Ketones via Pd-Catalyzed C-H Addition to Nitriles/Aerobic Oxidation Sequences.

Pd(II)-catalyzed addition of sp2 C-H to nitrile/aerobic oxidation sequences for the preparation of functionalized α-imino ketones is described in which readily available heteroarenes and O-acyl cyanohydrins were employed. Various functionalized targeted molecules can be prepared in good yields with high atom and step economy. Moreover, a broad substrate scope and the ready manipulation and availability of the reaction partners enable this protocol to be appealing to explore the chemical space of the construction of functionalized α-imino ketones with high efficiency.

α-Iminol Rearrangement Triggered by Pd-Catalyzed C-H Addition to Nitriles Sequences: Synthesis of Functionalized α-Amino Cyclopentanones.

A α-iminol rearrangement triggered by Pd-catalyzed C-H addition of electronic-rich heteroarenes to cyclobutanone-derived O-acyl cyanohydrins was described, which provided a practical and efficient protocol for the preparation of functionalized α-amino cyclopentanones in an atom- and step-economic fashion. In addition, further synthetic transformations of products have also been demonstrated.