Palladium/Norbornene Mediated Remote Non-activated C-H Bond Animation Reaction

Nitrogen-containing compounds are of great importance in studies of bioactive drugs, agrochemicals and natural products. Remarkable progress has been made in C-N bond formation in the past few decades. In recent years, electrophilic amination based on umpolung strategy has drawn great attention by scientist. Classic Catellani reaction, which achieves cross-coupling of alkyl or aryl halides with unactive C-H bond of aryl iodides at ortho position where a alkyl or aryl was employed. Inspired by previous work, we successfully combined the electrophilic amination reaction with Catellani reaction and devoloped a novel C-H amination as consequence.This paper includes three parts.The first part chiefly intrduces the recent progress of Catellani reaction and reviews the typical Catellani reaction.The second part reports palladium-catalyzed norbornene-mediated ortho C-H amination/C-I alkenylation of aryl iodides, which expands Catellani–type ortho C-H alkylation or arylation as well as provides a platform for design and synthesis of useful N-containing heterocyclic compounds. The third part reportsc Pd/nobornene joint catalysis in a remote C-H amination/suzuki coupling reaction, which afford a series of biaryl tertiary amines under a mild condition by using aryl iodines, R2N-OBz and Ar-Bpin as starting materials.In all the reactions, we selectively affording a series of tertiary amines in moderate to good yields with excellent functional group tolerance. It is important to note that the series of tertiary amines units widely exist in organic light-emitting materials, biochemistry and medicinal chemistry.