Copper-Catalyzed Formal [3 + 3] Annulations of Arylketoximes and o-Fluorobenzaldehydes: An Entry to Quinoline Compounds.

A copper-based catalytic system has been developed to enable efficient cyclization of ketoxime acetates with o-fluorobenzaldehydes. This protocol offers an efficient method for the synthesis of substituted quinoline derivatives with a broad range of compatible functionalities. The present system also provides a rapid access to synthetically and pharmaceutically useful quinoline-fused polycycles such as benzo[c]acridines.