Nickel-Catalyzed, Aminoquinoline-Directed Chemo- and Regioselective Carboamination of Unactivated Olefins with Organoboronic Acids and Anthranils.

A nickel-catalyzed three-component carboamination of unactivated alkenes with organoboronic acids and anthranils has been achieved for the expedient synthesis of δ-aryl and γ-amino acid derivatives. The 8-aminoquinoline (AQ) directing group is crucial for the success of the reaction, and anthranil serves as an arylnitrene precursor in this conversion. This method features mild reaction conditions, good chemo- and regioselectivity, and a broad substrate scope with good functional group tolerance.

Tf2O-Promoted Chemoselective C3 Functionalization of Anthranils with Phenols and Thiophenols.

Different chemoselectivities of phenols and thiophenols were observed in a Tf2O-promoted C3 functionalization of simple anthranils. The reaction of phenols and anthranils gives 3-aryl anthranils via a C-C bond formation, whereas thiophenols afford 3-thio anthranils through a C-S bond formation. Both reactions have a broad substrate scope and tolerate a wide range of functional groups, affording the corresponding products with specific chemoselectivity.