Reductive 1,2-Arylation of Isatins.

We report an intermolecular Ni-catalyzed reductive coupling of aryl iodides and isatins to form 3-hydroxyoxindoles. In contrast to common metal-mediated methods, -butanol is used as a mild stoichiometric reductant resulting in benign waste products. This formal 1,2-addition reaction is facilitated by a 1,5-diaza-3,7-diphosphacyclooctane (PN) ligand.

Catalytic Aldehyde and Alcohol Arylation Reactions Facilitated by a 1,5-Diaza-3,7-diphosphacyclooctane Ligand.

We report a catalytic method to access secondary alcohols by the coupling of aryl iodides. Either aldehydes or alcohols can be used as reaction partners, making the transformation reductive or redox-neutral, respectively. The reaction is mediated by a Ni catalyst and a 1,5-diaza-3,7-diphosphacyclooctane.

Photochemical Dehalogenation of Aryl Halides: Importance of Halogen Bonding.

Upon UVA irradiation, aryl halides can undergo dehalogenation in the presence of bases and methanol as a hydrogen donor. This catalyst-free photochemical dehalogenation is furnished through a facile radical chain reaction under mild conditions. The chain reaction follows UVA irradiation of the reaction mixture in a transition-metal-free environment.