Copper-Catalyzed One-Pot Synthesis of Benzimidazo[1,2-b]isoquinolin-11-ones

Abstract

The synthesis of benzimidazo[1,2-b]isoquinolin-11-one derivatives is reported by implementing a one-pot copper-catalyzed coupling approach. The methodology described affords the desired benzimidazo[1,2-b]isoquinolin-11-one derivatives in good yield (61-91%; 21 examples). Optimization of the catalyst is described. In addition, control reactions conducted suggest the mechanism of this process to proceed via an initial carbon-carbon bond formation event followed by cyclization and ultimately cross-coupling with the N-aryl ring.