Cobalt Catalyzed Functionalization of Unactivated Alkenes: Regioselective Reductive C-C Bond Forming Reactions

摘要

The chemistry of oximes and oxime ethers is rich and well described in the literature. They can be transformed into carbonyl and nitro compounds, amines, hydroxylamines, or nitriles rather easily. Oximes are also present in a number of compounds with a wide spectrum of biological activities. Although many methods for the synthesis of oximes have been developed, none involves direct synthesis from unactivated alkenes. The ability to prepare oximes from olefins would not only expand the range of functionalization reactions of alkenes but also open up new strategic approaches in the synthesis of complex molecules. Herein, we report a novel olefin functionalization reaction which homologates olefins to afford aldoximes (X = H) and oxi-monitriles (X = CN) (eq 1).